diff --git a/.ci/bwcVersions b/.ci/bwcVersions
index 78d8796c624d7..f3a9aa2787a80 100644
--- a/.ci/bwcVersions
+++ b/.ci/bwcVersions
@@ -30,4 +30,5 @@ BWC_VERSION:
   - "2.12.0"
   - "2.12.1"
   - "2.13.0"
+  - "2.13.1"
   - "2.14.0"
diff --git a/CHANGELOG.md b/CHANGELOG.md
index 515b37a04f1c8..8570360c77115 100644
--- a/CHANGELOG.md
+++ b/CHANGELOG.md
@@ -121,16 +121,22 @@ The format is based on [Keep a Changelog](https://keepachangelog.com/en/1.0.0/),
 - Bump `net.minidev:json-smart` from 2.5.0 to 2.5.1 ([#12893](https://github.com/opensearch-project/OpenSearch/pull/12893))
 - Bump `netty` from 4.1.107.Final to 4.1.108.Final ([#12924](https://github.com/opensearch-project/OpenSearch/pull/12924))
 - Bump `commons-io:commons-io` from 2.15.1 to 2.16.0 ([#12996](https://github.com/opensearch-project/OpenSearch/pull/12996), [#12998](https://github.com/opensearch-project/OpenSearch/pull/12998), [#12999](https://github.com/opensearch-project/OpenSearch/pull/12999))
+- Bump `org.apache.commons:commons-compress` from 1.24.0 to 1.26.1 ([#12627](https://github.com/opensearch-project/OpenSearch/pull/12627))
+- Bump `org.apache.commons:commonscodec` from 1.15 to 1.16.1 ([#12627](https://github.com/opensearch-project/OpenSearch/pull/12627))
+- Bump `org.apache.commons:commonslang` from 3.13.0 to 3.14.0 ([#12627](https://github.com/opensearch-project/OpenSearch/pull/12627))
+- Bump Apache Tika from 2.6.0 to 2.9.2 ([#12627](https://github.com/opensearch-project/OpenSearch/pull/12627))
 
 ### Changed
 - [BWC and API enforcement] Enforcing the presence of API annotations at build time ([#12872](https://github.com/opensearch-project/OpenSearch/pull/12872))
 - Improve built-in secure transports support ([#12907](https://github.com/opensearch-project/OpenSearch/pull/12907))
+- Update links to documentation in rest-api-spec ([#13043](https://github.com/opensearch-project/OpenSearch/pull/13043))
 
 ### Deprecated
 
 ### Removed
 
 ### Fixed
+- Fix bulk API ignores ingest pipeline for upsert ([#12883](https://github.com/opensearch-project/OpenSearch/pull/12883))
 - Fix issue with feature flags where default value may not be honored ([#12849](https://github.com/opensearch-project/OpenSearch/pull/12849))
 - Fix UOE While building Exists query for nested search_as_you_type field ([#12048](https://github.com/opensearch-project/OpenSearch/pull/12048))
 
diff --git a/buildSrc/build.gradle b/buildSrc/build.gradle
index 0562ecc6ee61b..c68cc0406d3a6 100644
--- a/buildSrc/build.gradle
+++ b/buildSrc/build.gradle
@@ -102,14 +102,14 @@ dependencies {
 
   api localGroovy()
 
-  api 'commons-codec:commons-codec:1.16.0'
-  api 'org.apache.commons:commons-compress:1.25.0'
+  api "commons-codec:commons-codec:${props.getProperty('commonscodec')}"
+  api "org.apache.commons:commons-compress:${props.getProperty('commonscompress')}"
   api 'org.apache.ant:ant:1.10.14'
   api 'com.netflix.nebula:gradle-extra-configurations-plugin:10.0.0'
   api 'com.netflix.nebula:nebula-publishing-plugin:21.0.0'
   api 'com.netflix.nebula:gradle-info-plugin:12.1.6'
   api 'org.apache.rat:apache-rat:0.15'
-  api 'commons-io:commons-io:2.15.1'
+  api "commons-io:commons-io:${props.getProperty('commonsio')}"
   api "net.java.dev.jna:jna:5.14.0"
   api 'com.github.johnrengelman:shadow:8.1.1'
   api 'org.jdom:jdom2:2.0.6.1'
diff --git a/buildSrc/version.properties b/buildSrc/version.properties
index 5c9cd25bb79ad..c60f42dc1bb89 100644
--- a/buildSrc/version.properties
+++ b/buildSrc/version.properties
@@ -40,9 +40,10 @@ httpclient        = 4.5.14
 httpcore          = 4.4.16
 httpasyncclient   = 4.1.5
 commonslogging    = 1.2
-commonscodec      = 1.15
-commonslang       = 3.13.0
-commonscompress   = 1.24.0
+commonscodec      = 1.16.1
+commonslang       = 3.14.0
+commonscompress   = 1.26.1
+commonsio         = 2.16.0
 # plugin dependencies
 aws               = 2.20.86
 reactivestreams   = 1.0.4
diff --git a/client/rest/licenses/commons-codec-1.15.jar.sha1 b/client/rest/licenses/commons-codec-1.15.jar.sha1
deleted file mode 100644
index 62d99837b87e1..0000000000000
--- a/client/rest/licenses/commons-codec-1.15.jar.sha1
+++ /dev/null
@@ -1 +0,0 @@
-49d94806b6e3dc933dacbd8acb0fdbab8ebd1e5d
\ No newline at end of file
diff --git a/client/rest/licenses/commons-codec-1.16.1.jar.sha1 b/client/rest/licenses/commons-codec-1.16.1.jar.sha1
new file mode 100644
index 0000000000000..6b8803089c6d7
--- /dev/null
+++ b/client/rest/licenses/commons-codec-1.16.1.jar.sha1
@@ -0,0 +1 @@
+47bd4d333fba53406f6c6c51884ddbca435c8862
\ No newline at end of file
diff --git a/client/sniffer/licenses/commons-codec-1.15.jar.sha1 b/client/sniffer/licenses/commons-codec-1.15.jar.sha1
deleted file mode 100644
index 62d99837b87e1..0000000000000
--- a/client/sniffer/licenses/commons-codec-1.15.jar.sha1
+++ /dev/null
@@ -1 +0,0 @@
-49d94806b6e3dc933dacbd8acb0fdbab8ebd1e5d
\ No newline at end of file
diff --git a/client/sniffer/licenses/commons-codec-1.16.1.jar.sha1 b/client/sniffer/licenses/commons-codec-1.16.1.jar.sha1
new file mode 100644
index 0000000000000..6b8803089c6d7
--- /dev/null
+++ b/client/sniffer/licenses/commons-codec-1.16.1.jar.sha1
@@ -0,0 +1 @@
+47bd4d333fba53406f6c6c51884ddbca435c8862
\ No newline at end of file
diff --git a/distribution/tools/plugin-cli/build.gradle b/distribution/tools/plugin-cli/build.gradle
index f40fb1c4b0a9f..446dbaad8466e 100644
--- a/distribution/tools/plugin-cli/build.gradle
+++ b/distribution/tools/plugin-cli/build.gradle
@@ -44,7 +44,7 @@ dependencies {
   testRuntimeOnly("com.google.guava:guava:${versions.guava}") {
     transitive = false
   }
-
+  api "commons-io:commons-io:${versions.commonsio}"
   implementation "org.apache.commons:commons-compress:${versions.commonscompress}"
 }
 
@@ -104,5 +104,8 @@ thirdPartyAudit.ignoreMissingClasses(
   'org.tukaani.xz.MemoryLimitException',
   'org.tukaani.xz.UnsupportedOptionsException',
   'org.tukaani.xz.XZ',
-  'org.tukaani.xz.XZOutputStream'
+  'org.tukaani.xz.XZOutputStream',
+  'org.apache.commons.codec.digest.PureJavaCrc32C',
+  'org.apache.commons.codec.digest.XXHash32',
+  'org.apache.commons.lang3.reflect.FieldUtils'
 )
diff --git a/distribution/tools/plugin-cli/licenses/commons-compress-1.24.0.jar.sha1 b/distribution/tools/plugin-cli/licenses/commons-compress-1.24.0.jar.sha1
deleted file mode 100644
index 23999d1bfbde4..0000000000000
--- a/distribution/tools/plugin-cli/licenses/commons-compress-1.24.0.jar.sha1
+++ /dev/null
@@ -1 +0,0 @@
-b4b1b5a3d9573b2970fddab236102c0a4d27d35e
\ No newline at end of file
diff --git a/distribution/tools/plugin-cli/licenses/commons-compress-1.26.1.jar.sha1 b/distribution/tools/plugin-cli/licenses/commons-compress-1.26.1.jar.sha1
new file mode 100644
index 0000000000000..912bda85de18a
--- /dev/null
+++ b/distribution/tools/plugin-cli/licenses/commons-compress-1.26.1.jar.sha1
@@ -0,0 +1 @@
+44331c1130c370e726a2e1a3e6fba6d2558ef04a
\ No newline at end of file
diff --git a/distribution/tools/plugin-cli/licenses/commons-io-2.16.0.jar.sha1 b/distribution/tools/plugin-cli/licenses/commons-io-2.16.0.jar.sha1
new file mode 100644
index 0000000000000..6a7b638719fa3
--- /dev/null
+++ b/distribution/tools/plugin-cli/licenses/commons-io-2.16.0.jar.sha1
@@ -0,0 +1 @@
+27875a7935f1ddcc13267eb6fae1f719e0409572
\ No newline at end of file
diff --git a/distribution/tools/plugin-cli/licenses/commons-io-LICENSE.txt b/distribution/tools/plugin-cli/licenses/commons-io-LICENSE.txt
new file mode 100644
index 0000000000000..d645695673349
--- /dev/null
+++ b/distribution/tools/plugin-cli/licenses/commons-io-LICENSE.txt
@@ -0,0 +1,202 @@
+
+                                 Apache License
+                           Version 2.0, January 2004
+                        http://www.apache.org/licenses/
+
+   TERMS AND CONDITIONS FOR USE, REPRODUCTION, AND DISTRIBUTION
+
+   1. Definitions.
+
+      "License" shall mean the terms and conditions for use, reproduction,
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+      "Contribution" shall mean any work of authorship, including
+      the original version of the Work and any modifications or additions
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+      to the Licensor or its representatives, including but not limited to
+      communication on electronic mailing lists, source code control systems,
+      and issue tracking systems that are managed by, or on behalf of, the
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+      "Contributor" shall mean Licensor and any individual or Legal Entity
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+   2. Grant of Copyright License. Subject to the terms and conditions of
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+   3. Grant of Patent License. Subject to the terms and conditions of
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+      or a Contribution incorporated within the Work constitutes direct
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+   4. Redistribution. You may reproduce and distribute copies of the
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+      meet the following conditions:
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+      (a) You must give any other recipients of the Work or
+          Derivative Works a copy of this License; and
+
+      (b) You must cause any modified files to carry prominent notices
+          stating that You changed the files; and
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+      (c) You must retain, in the Source form of any Derivative Works
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+          of the NOTICE file are for informational purposes only and
+          do not modify the License. You may add Your own attribution
+          notices within Derivative Works that You distribute, alongside
+          or as an addendum to the NOTICE text from the Work, provided
+          that such additional attribution notices cannot be construed
+          as modifying the License.
+
+      You may add Your own copyright statement to Your modifications and
+      may provide additional or different license terms and conditions
+      for use, reproduction, or distribution of Your modifications, or
+      for any such Derivative Works as a whole, provided Your use,
+      reproduction, and distribution of the Work otherwise complies with
+      the conditions stated in this License.
+
+   5. Submission of Contributions. Unless You explicitly state otherwise,
+      any Contribution intentionally submitted for inclusion in the Work
+      by You to the Licensor shall be under the terms and conditions of
+      this License, without any additional terms or conditions.
+      Notwithstanding the above, nothing herein shall supersede or modify
+      the terms of any separate license agreement you may have executed
+      with Licensor regarding such Contributions.
+
+   6. Trademarks. This License does not grant permission to use the trade
+      names, trademarks, service marks, or product names of the Licensor,
+      except as required for reasonable and customary use in describing the
+      origin of the Work and reproducing the content of the NOTICE file.
+
+   7. Disclaimer of Warranty. Unless required by applicable law or
+      agreed to in writing, Licensor provides the Work (and each
+      Contributor provides its Contributions) on an "AS IS" BASIS,
+      WITHOUT WARRANTIES OR CONDITIONS OF ANY KIND, either express or
+      implied, including, without limitation, any warranties or conditions
+      of TITLE, NON-INFRINGEMENT, MERCHANTABILITY, or FITNESS FOR A
+      PARTICULAR PURPOSE. You are solely responsible for determining the
+      appropriateness of using or redistributing the Work and assume any
+      risks associated with Your exercise of permissions under this License.
+
+   8. Limitation of Liability. In no event and under no legal theory,
+      whether in tort (including negligence), contract, or otherwise,
+      unless required by applicable law (such as deliberate and grossly
+      negligent acts) or agreed to in writing, shall any Contributor be
+      liable to You for damages, including any direct, indirect, special,
+      incidental, or consequential damages of any character arising as a
+      result of this License or out of the use or inability to use the
+      Work (including but not limited to damages for loss of goodwill,
+      work stoppage, computer failure or malfunction, or any and all
+      other commercial damages or losses), even if such Contributor
+      has been advised of the possibility of such damages.
+
+   9. Accepting Warranty or Additional Liability. While redistributing
+      the Work or Derivative Works thereof, You may choose to offer,
+      and charge a fee for, acceptance of support, warranty, indemnity,
+      or other liability obligations and/or rights consistent with this
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+      on Your own behalf and on Your sole responsibility, not on behalf
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+      of your accepting any such warranty or additional liability.
+
+   END OF TERMS AND CONDITIONS
+
+   APPENDIX: How to apply the Apache License to your work.
+
+      To apply the Apache License to your work, attach the following
+      boilerplate notice, with the fields enclosed by brackets "[]"
+      replaced with your own identifying information. (Don't include
+      the brackets!)  The text should be enclosed in the appropriate
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+   Copyright [yyyy] [name of copyright owner]
+
+   Licensed under the Apache License, Version 2.0 (the "License");
+   you may not use this file except in compliance with the License.
+   You may obtain a copy of the License at
+
+       http://www.apache.org/licenses/LICENSE-2.0
+
+   Unless required by applicable law or agreed to in writing, software
+   distributed under the License is distributed on an "AS IS" BASIS,
+   WITHOUT WARRANTIES OR CONDITIONS OF ANY KIND, either express or implied.
+   See the License for the specific language governing permissions and
+   limitations under the License.
diff --git a/distribution/tools/plugin-cli/licenses/commons-io-NOTICE.txt b/distribution/tools/plugin-cli/licenses/commons-io-NOTICE.txt
new file mode 100644
index 0000000000000..a6b77d1eb6089
--- /dev/null
+++ b/distribution/tools/plugin-cli/licenses/commons-io-NOTICE.txt
@@ -0,0 +1,5 @@
+Apache Commons IO
+Copyright 2002-2014 The Apache Software Foundation
+
+This product includes software developed at
+The Apache Software Foundation (http://www.apache.org/).
diff --git a/libs/core/src/main/java/org/opensearch/Version.java b/libs/core/src/main/java/org/opensearch/Version.java
index 56df46ae94d44..f312c484a4842 100644
--- a/libs/core/src/main/java/org/opensearch/Version.java
+++ b/libs/core/src/main/java/org/opensearch/Version.java
@@ -101,6 +101,7 @@ public class Version implements Comparable<Version>, ToXContentFragment {
     public static final Version V_2_12_0 = new Version(2120099, org.apache.lucene.util.Version.LUCENE_9_9_2);
     public static final Version V_2_12_1 = new Version(2120199, org.apache.lucene.util.Version.LUCENE_9_9_2);
     public static final Version V_2_13_0 = new Version(2130099, org.apache.lucene.util.Version.LUCENE_9_10_0);
+    public static final Version V_2_13_1 = new Version(2130199, org.apache.lucene.util.Version.LUCENE_9_10_0);
     public static final Version V_2_14_0 = new Version(2140099, org.apache.lucene.util.Version.LUCENE_9_10_0);
     public static final Version V_3_0_0 = new Version(3000099, org.apache.lucene.util.Version.LUCENE_9_11_0);
     public static final Version CURRENT = V_3_0_0;
diff --git a/modules/ingest-common/src/yamlRestTest/resources/rest-api-spec/test/ingest/70_bulk.yml b/modules/ingest-common/src/yamlRestTest/resources/rest-api-spec/test/ingest/70_bulk.yml
index 2dfa17174b139..d7be48a92908c 100644
--- a/modules/ingest-common/src/yamlRestTest/resources/rest-api-spec/test/ingest/70_bulk.yml
+++ b/modules/ingest-common/src/yamlRestTest/resources/rest-api-spec/test/ingest/70_bulk.yml
@@ -144,3 +144,26 @@ teardown:
 
   - is_false: _source.field1
   - match: {_source.field2: value2}
+
+# related issue: https://github.com/opensearch-project/OpenSearch/issues/12854
+---
+"Test bulk honors pipeline in update action with upsert":
+  - skip:
+      version: " - 2.13.99"
+      reason: "fixed in 2.14.0"
+
+  - do:
+      bulk:
+        refresh: true
+        body:
+          - '{"update": {"_index": "test_index", "_id": "test_id3", "pipeline": "pipeline1"}}'
+          - '{"upsert": {"f1": "v2", "f2": 47}, "doc": {"x": 1}}'
+
+  - match: { errors: false }
+  - match: { items.0.update.result: created }
+
+  - do:
+      get:
+        index: test_index
+        id: test_id3
+  - match: { _source: {"f1": "v2", "f2": 47, "field1": "value1"}}
diff --git a/modules/lang-painless/src/main/java/org/opensearch/painless/PainlessModulePlugin.java b/modules/lang-painless/src/main/java/org/opensearch/painless/PainlessModulePlugin.java
index c7638b3c41c63..55dc23f665d2e 100644
--- a/modules/lang-painless/src/main/java/org/opensearch/painless/PainlessModulePlugin.java
+++ b/modules/lang-painless/src/main/java/org/opensearch/painless/PainlessModulePlugin.java
@@ -60,6 +60,7 @@
 import org.opensearch.repositories.RepositoriesService;
 import org.opensearch.rest.RestController;
 import org.opensearch.rest.RestHandler;
+import org.opensearch.script.DerivedFieldScript;
 import org.opensearch.script.IngestScript;
 import org.opensearch.script.ScoreScript;
 import org.opensearch.script.ScriptContext;
@@ -108,6 +109,11 @@ public final class PainlessModulePlugin extends Plugin implements ScriptPlugin,
         ingest.add(AllowlistLoader.loadFromResourceFiles(Allowlist.class, "org.opensearch.ingest.txt"));
         map.put(IngestScript.CONTEXT, ingest);
 
+        // Functions available to derived fields
+        List<Allowlist> derived = new ArrayList<>(Allowlist.BASE_ALLOWLISTS);
+        derived.add(AllowlistLoader.loadFromResourceFiles(Allowlist.class, "org.opensearch.derived.txt"));
+        map.put(DerivedFieldScript.CONTEXT, derived);
+
         allowlists = map;
     }
 
diff --git a/modules/lang-painless/src/main/resources/org/opensearch/painless/spi/org.opensearch.derived.txt b/modules/lang-painless/src/main/resources/org/opensearch/painless/spi/org.opensearch.derived.txt
new file mode 100644
index 0000000000000..9a3dd4894b286
--- /dev/null
+++ b/modules/lang-painless/src/main/resources/org/opensearch/painless/spi/org.opensearch.derived.txt
@@ -0,0 +1,17 @@
+#
+# SPDX-License-Identifier: Apache-2.0
+#
+# The OpenSearch Contributors require contributions made to
+# this file be licensed under the Apache-2.0 license or a
+# compatible open source license.
+#
+
+# This file contains an allowlist for functions to be used in derived field context
+
+class org.opensearch.script.DerivedFieldScript @no_import {
+}
+
+static_import {
+    void emit(org.opensearch.script.DerivedFieldScript, Object) bound_to org.opensearch.script.ScriptEmitValues$EmitSingle
+    void emit(org.opensearch.script.DerivedFieldScript, double, double) bound_to org.opensearch.script.ScriptEmitValues$GeoPoint
+}
diff --git a/modules/lang-painless/src/test/java/org/opensearch/painless/DerivedFieldScriptTests.java b/modules/lang-painless/src/test/java/org/opensearch/painless/DerivedFieldScriptTests.java
new file mode 100644
index 0000000000000..2340e5b238ebb
--- /dev/null
+++ b/modules/lang-painless/src/test/java/org/opensearch/painless/DerivedFieldScriptTests.java
@@ -0,0 +1,227 @@
+/*
+ * SPDX-License-Identifier: Apache-2.0
+ *
+ * The OpenSearch Contributors require contributions made to
+ * this file be licensed under the Apache-2.0 license or a
+ * compatible open source license.
+ */
+
+package org.opensearch.painless;
+
+import org.apache.lucene.index.LeafReaderContext;
+import org.apache.lucene.index.memory.MemoryIndex;
+import org.opensearch.common.collect.Tuple;
+import org.opensearch.common.geo.GeoPoint;
+import org.opensearch.common.settings.Settings;
+import org.opensearch.index.fielddata.IndexGeoPointFieldData;
+import org.opensearch.index.fielddata.IndexNumericFieldData;
+import org.opensearch.index.fielddata.LeafGeoPointFieldData;
+import org.opensearch.index.fielddata.LeafNumericFieldData;
+import org.opensearch.index.fielddata.MultiGeoPointValues;
+import org.opensearch.index.fielddata.SortedNumericDoubleValues;
+import org.opensearch.index.fielddata.plain.AbstractLeafGeoPointFieldData;
+import org.opensearch.index.fielddata.plain.LeafDoubleFieldData;
+import org.opensearch.index.mapper.GeoPointFieldMapper.GeoPointFieldType;
+import org.opensearch.index.mapper.MapperService;
+import org.opensearch.index.mapper.NumberFieldMapper.NumberFieldType;
+import org.opensearch.index.mapper.NumberFieldMapper.NumberType;
+import org.opensearch.painless.spi.Allowlist;
+import org.opensearch.painless.spi.AllowlistLoader;
+import org.opensearch.script.DerivedFieldScript;
+import org.opensearch.script.ScriptContext;
+import org.opensearch.script.ScriptException;
+import org.opensearch.search.lookup.LeafSearchLookup;
+import org.opensearch.search.lookup.SearchLookup;
+
+import java.io.IOException;
+import java.util.ArrayList;
+import java.util.Collections;
+import java.util.List;
+import java.util.Map;
+
+import static org.mockito.ArgumentMatchers.any;
+import static org.mockito.ArgumentMatchers.anyInt;
+import static org.mockito.Mockito.mock;
+import static org.mockito.Mockito.when;
+
+public class DerivedFieldScriptTests extends ScriptTestCase {
+
+    private static PainlessScriptEngine SCRIPT_ENGINE;
+
+    @Override
+    public void setUp() throws Exception {
+        super.setUp();
+
+        // Adding derived field script to the contexts for the script engine
+        Map<ScriptContext<?>, List<Allowlist>> contexts = newDefaultContexts();
+        List<Allowlist> allowlists = new ArrayList<>(Allowlist.BASE_ALLOWLISTS);
+        allowlists.add(AllowlistLoader.loadFromResourceFiles(Allowlist.class, "org.opensearch.derived.txt"));
+        contexts.put(DerivedFieldScript.CONTEXT, allowlists);
+
+        SCRIPT_ENGINE = new PainlessScriptEngine(Settings.EMPTY, contexts);
+    }
+
+    @Override
+    public void tearDown() throws Exception {
+        super.tearDown();
+        SCRIPT_ENGINE = null;
+    }
+
+    @Override
+    protected PainlessScriptEngine getEngine() {
+        return SCRIPT_ENGINE;
+    }
+
+    private DerivedFieldScript.LeafFactory compile(String expression, SearchLookup lookup) {
+        DerivedFieldScript.Factory factory = SCRIPT_ENGINE.compile(
+            "derived_script_test",
+            expression,
+            DerivedFieldScript.CONTEXT,
+            Collections.emptyMap()
+        );
+        return factory.newFactory(Collections.emptyMap(), lookup);
+    }
+
+    public void testEmittingDoubleField() throws IOException {
+        // Mocking field value to be returned
+        NumberFieldType fieldType = new NumberFieldType("test_double_field", NumberType.DOUBLE);
+        MapperService mapperService = mock(MapperService.class);
+        when(mapperService.fieldType("test_double_field")).thenReturn(fieldType);
+
+        SortedNumericDoubleValues doubleValues = mock(SortedNumericDoubleValues.class);
+        when(doubleValues.docValueCount()).thenReturn(1);
+        when(doubleValues.advanceExact(anyInt())).thenReturn(true);
+        when(doubleValues.nextValue()).thenReturn(2.718);
+
+        LeafNumericFieldData atomicFieldData = mock(LeafDoubleFieldData.class); // SortedNumericDoubleFieldData
+        when(atomicFieldData.getDoubleValues()).thenReturn(doubleValues);
+
+        IndexNumericFieldData fieldData = mock(IndexNumericFieldData.class); // SortedNumericIndexFieldData
+        when(fieldData.getFieldName()).thenReturn("test_double_field");
+        when(fieldData.load(any())).thenReturn(atomicFieldData);
+
+        SearchLookup lookup = new SearchLookup(mapperService, (ignored, searchLookup) -> fieldData);
+
+        // We don't need a real index, just need to construct a LeafReaderContext which cannot be mocked
+        MemoryIndex index = new MemoryIndex();
+        LeafReaderContext leafReaderContext = index.createSearcher().getIndexReader().leaves().get(0);
+
+        // Execute the script
+        DerivedFieldScript script = compile("emit(doc['test_double_field'].value)", lookup).newInstance(leafReaderContext);
+        script.setDocument(1);
+        script.execute();
+
+        List<Object> result = script.getEmittedValues();
+        assertEquals(List.of(2.718), result);
+    }
+
+    public void testEmittingGeoPoint() throws IOException {
+        // Mocking field value to be returned
+        GeoPointFieldType fieldType = new GeoPointFieldType("test_geo_field");
+        MapperService mapperService = mock(MapperService.class);
+        when(mapperService.fieldType("test_geo_field")).thenReturn(fieldType);
+
+        MultiGeoPointValues geoPointValues = mock(MultiGeoPointValues.class);
+        when(geoPointValues.docValueCount()).thenReturn(1);
+        when(geoPointValues.advanceExact(anyInt())).thenReturn(true);
+        when(geoPointValues.nextValue()).thenReturn(new GeoPoint(5, 8));
+
+        LeafGeoPointFieldData atomicFieldData = mock(AbstractLeafGeoPointFieldData.class); // LatLonPointDVLeafFieldData
+        when(atomicFieldData.getGeoPointValues()).thenReturn(geoPointValues);
+
+        IndexGeoPointFieldData fieldData = mock(IndexGeoPointFieldData.class);
+        when(fieldData.getFieldName()).thenReturn("test_geo_field");
+        when(fieldData.load(any())).thenReturn(atomicFieldData);
+
+        SearchLookup lookup = new SearchLookup(mapperService, (ignored, searchLookup) -> fieldData);
+
+        // We don't need a real index, just need to construct a LeafReaderContext which cannot be mocked
+        MemoryIndex index = new MemoryIndex();
+        LeafReaderContext leafReaderContext = index.createSearcher().getIndexReader().leaves().get(0);
+
+        // Execute the script
+        DerivedFieldScript script = compile("emit(doc['test_geo_field'].value.getLat(), doc['test_geo_field'].value.getLon())", lookup)
+            .newInstance(leafReaderContext);
+        script.setDocument(1);
+        script.execute();
+
+        List<Object> result = script.getEmittedValues();
+        assertEquals(List.of(new Tuple<>(5.0, 8.0)), result);
+    }
+
+    public void testEmittingMultipleValues() throws IOException {
+        SearchLookup lookup = mock(SearchLookup.class);
+
+        // We don't need a real index, just need to construct a LeafReaderContext which cannot be mocked
+        MemoryIndex index = new MemoryIndex();
+        LeafReaderContext leafReaderContext = index.createSearcher().getIndexReader().leaves().get(0);
+
+        LeafSearchLookup leafSearchLookup = mock(LeafSearchLookup.class);
+        when(lookup.getLeafSearchLookup(leafReaderContext)).thenReturn(leafSearchLookup);
+
+        // Execute the script
+        DerivedFieldScript script = compile(
+            "def l = new ArrayList(); l.add('test'); l.add('multiple'); l.add('values'); for (String x : l) emit(x)",
+            lookup
+        ).newInstance(leafReaderContext);
+        script.setDocument(1);
+        script.execute();
+
+        List<Object> result = script.getEmittedValues();
+        assertEquals(List.of("test", "multiple", "values"), result);
+    }
+
+    public void testExceedingByteSizeLimit() throws IOException {
+        SearchLookup lookup = mock(SearchLookup.class);
+
+        // We don't need a real index, just need to construct a LeafReaderContext which cannot be mocked
+        MemoryIndex index = new MemoryIndex();
+        LeafReaderContext leafReaderContext = index.createSearcher().getIndexReader().leaves().get(0);
+
+        LeafSearchLookup leafSearchLookup = mock(LeafSearchLookup.class);
+        when(lookup.getLeafSearchLookup(leafReaderContext)).thenReturn(leafSearchLookup);
+
+        // Emitting a large string to exceed the byte size limit
+        DerivedFieldScript stringScript = compile("for (int i = 0; i < 1024 * 1024; i++) emit('a' + i);", lookup).newInstance(
+            leafReaderContext
+        );
+        expectThrows(ScriptException.class, () -> {
+            stringScript.setDocument(1);
+            stringScript.execute();
+        });
+
+        // Emitting an integer to check byte size limit
+        DerivedFieldScript intScript = compile("for (int i = 0; i < 1024 * 1024; i++) emit(42)", lookup).newInstance(leafReaderContext);
+        expectThrows(ScriptException.class, "Expected IllegalStateException for exceeding byte size limit", () -> {
+            intScript.setDocument(1);
+            intScript.execute();
+        });
+
+        // Emitting a long to check byte size limit
+        DerivedFieldScript longScript = compile("for (int i = 0; i < 1024 * 1024; i++) emit(1234567890123456789L)", lookup).newInstance(
+            leafReaderContext
+        );
+        expectThrows(ScriptException.class, "Expected IllegalStateException for exceeding byte size limit", () -> {
+            longScript.setDocument(1);
+            longScript.execute();
+        });
+
+        // Emitting a double to check byte size limit
+        DerivedFieldScript doubleScript = compile("for (int i = 0; i < 1024 * 1024; i++) emit(3.14159)", lookup).newInstance(
+            leafReaderContext
+        );
+        expectThrows(ScriptException.class, "Expected IllegalStateException for exceeding byte size limit", () -> {
+            doubleScript.setDocument(1);
+            doubleScript.execute();
+        });
+
+        // Emitting a GeoPoint to check byte size limit
+        DerivedFieldScript geoPointScript = compile("for (int i = 0; i < 1024 * 1024; i++) emit(1.23, 4.56);", lookup).newInstance(
+            leafReaderContext
+        );
+        expectThrows(ScriptException.class, "Expected IllegalStateException for exceeding byte size limit", () -> {
+            geoPointScript.setDocument(1);
+            geoPointScript.execute();
+        });
+    }
+}
diff --git a/plugins/analysis-phonetic/licenses/commons-codec-1.15.jar.sha1 b/plugins/analysis-phonetic/licenses/commons-codec-1.15.jar.sha1
deleted file mode 100644
index 62d99837b87e1..0000000000000
--- a/plugins/analysis-phonetic/licenses/commons-codec-1.15.jar.sha1
+++ /dev/null
@@ -1 +0,0 @@
-49d94806b6e3dc933dacbd8acb0fdbab8ebd1e5d
\ No newline at end of file
diff --git a/plugins/analysis-phonetic/licenses/commons-codec-1.16.1.jar.sha1 b/plugins/analysis-phonetic/licenses/commons-codec-1.16.1.jar.sha1
new file mode 100644
index 0000000000000..6b8803089c6d7
--- /dev/null
+++ b/plugins/analysis-phonetic/licenses/commons-codec-1.16.1.jar.sha1
@@ -0,0 +1 @@
+47bd4d333fba53406f6c6c51884ddbca435c8862
\ No newline at end of file
diff --git a/plugins/crypto-kms/licenses/commons-codec-1.15.jar.sha1 b/plugins/crypto-kms/licenses/commons-codec-1.15.jar.sha1
deleted file mode 100644
index 62d99837b87e1..0000000000000
--- a/plugins/crypto-kms/licenses/commons-codec-1.15.jar.sha1
+++ /dev/null
@@ -1 +0,0 @@
-49d94806b6e3dc933dacbd8acb0fdbab8ebd1e5d
\ No newline at end of file
diff --git a/plugins/crypto-kms/licenses/commons-codec-1.16.1.jar.sha1 b/plugins/crypto-kms/licenses/commons-codec-1.16.1.jar.sha1
new file mode 100644
index 0000000000000..6b8803089c6d7
--- /dev/null
+++ b/plugins/crypto-kms/licenses/commons-codec-1.16.1.jar.sha1
@@ -0,0 +1 @@
+47bd4d333fba53406f6c6c51884ddbca435c8862
\ No newline at end of file
diff --git a/plugins/discovery-azure-classic/build.gradle b/plugins/discovery-azure-classic/build.gradle
index 68bda0933daa7..7f34cec94499c 100644
--- a/plugins/discovery-azure-classic/build.gradle
+++ b/plugins/discovery-azure-classic/build.gradle
@@ -53,7 +53,7 @@ dependencies {
   api "org.apache.logging.log4j:log4j-1.2-api:${versions.log4j}"
   api "commons-codec:commons-codec:${versions.commonscodec}"
   api "commons-lang:commons-lang:2.6"
-  api "commons-io:commons-io:2.16.0"
+  api "commons-io:commons-io:${versions.commonsio}"
   api 'javax.mail:mail:1.4.7'
   api 'javax.inject:javax.inject:1'
   api "com.sun.jersey:jersey-client:${versions.jersey}"
diff --git a/plugins/discovery-azure-classic/licenses/commons-codec-1.15.jar.sha1 b/plugins/discovery-azure-classic/licenses/commons-codec-1.15.jar.sha1
deleted file mode 100644
index 62d99837b87e1..0000000000000
--- a/plugins/discovery-azure-classic/licenses/commons-codec-1.15.jar.sha1
+++ /dev/null
@@ -1 +0,0 @@
-49d94806b6e3dc933dacbd8acb0fdbab8ebd1e5d
\ No newline at end of file
diff --git a/plugins/discovery-azure-classic/licenses/commons-codec-1.16.1.jar.sha1 b/plugins/discovery-azure-classic/licenses/commons-codec-1.16.1.jar.sha1
new file mode 100644
index 0000000000000..6b8803089c6d7
--- /dev/null
+++ b/plugins/discovery-azure-classic/licenses/commons-codec-1.16.1.jar.sha1
@@ -0,0 +1 @@
+47bd4d333fba53406f6c6c51884ddbca435c8862
\ No newline at end of file
diff --git a/plugins/discovery-ec2/licenses/commons-codec-1.15.jar.sha1 b/plugins/discovery-ec2/licenses/commons-codec-1.15.jar.sha1
deleted file mode 100644
index 62d99837b87e1..0000000000000
--- a/plugins/discovery-ec2/licenses/commons-codec-1.15.jar.sha1
+++ /dev/null
@@ -1 +0,0 @@
-49d94806b6e3dc933dacbd8acb0fdbab8ebd1e5d
\ No newline at end of file
diff --git a/plugins/discovery-ec2/licenses/commons-codec-1.16.1.jar.sha1 b/plugins/discovery-ec2/licenses/commons-codec-1.16.1.jar.sha1
new file mode 100644
index 0000000000000..6b8803089c6d7
--- /dev/null
+++ b/plugins/discovery-ec2/licenses/commons-codec-1.16.1.jar.sha1
@@ -0,0 +1 @@
+47bd4d333fba53406f6c6c51884ddbca435c8862
\ No newline at end of file
diff --git a/plugins/discovery-gce/licenses/commons-codec-1.15.jar.sha1 b/plugins/discovery-gce/licenses/commons-codec-1.15.jar.sha1
deleted file mode 100644
index 62d99837b87e1..0000000000000
--- a/plugins/discovery-gce/licenses/commons-codec-1.15.jar.sha1
+++ /dev/null
@@ -1 +0,0 @@
-49d94806b6e3dc933dacbd8acb0fdbab8ebd1e5d
\ No newline at end of file
diff --git a/plugins/discovery-gce/licenses/commons-codec-1.16.1.jar.sha1 b/plugins/discovery-gce/licenses/commons-codec-1.16.1.jar.sha1
new file mode 100644
index 0000000000000..6b8803089c6d7
--- /dev/null
+++ b/plugins/discovery-gce/licenses/commons-codec-1.16.1.jar.sha1
@@ -0,0 +1 @@
+47bd4d333fba53406f6c6c51884ddbca435c8862
\ No newline at end of file
diff --git a/plugins/ingest-attachment/build.gradle b/plugins/ingest-attachment/build.gradle
index a931f45802318..4749aa911886d 100644
--- a/plugins/ingest-attachment/build.gradle
+++ b/plugins/ingest-attachment/build.gradle
@@ -38,10 +38,10 @@ opensearchplugin {
 }
 
 versions << [
-  'tika'  : '2.6.0',
-  'pdfbox': '2.0.27',
-  'poi'   : '5.2.3',
-  'mime4j': '0.8.8'
+  'tika'  : '2.9.2',
+  'pdfbox': '2.0.31',
+  'poi'   : '5.2.5',
+  'mime4j': '0.8.11'
 ]
 
 dependencies {
@@ -50,6 +50,16 @@ dependencies {
   api "org.apache.tika:tika-parsers:${versions.tika}"
   // Required for the various document parsers
   api "org.apache.tika:tika-parsers-standard-package:${versions.tika}"
+  api "org.apache.tika:tika-parser-apple-module:${versions.tika}"
+  api "org.apache.tika:tika-parser-html-module:${versions.tika}"
+  api "org.apache.tika:tika-parser-microsoft-module:${versions.tika}"
+  api "org.apache.tika:tika-parser-miscoffice-module:${versions.tika}"
+  api "org.apache.tika:tika-parser-pdf-module:${versions.tika}"
+  api "org.apache.tika:tika-parser-text-module:${versions.tika}"
+  api "org.apache.tika:tika-parser-xml-module:${versions.tika}"
+  // Utilities consumed by document parsers
+  api "org.apache.tika:tika-parser-xmp-commons:${versions.tika}"
+  api "org.apache.tika:tika-parser-zip-commons:${versions.tika}"
   // Required for language detection
   api "org.apache.tika:tika-langdetect-optimaize:${versions.tika}"
   // Optimaize libraries/dependencies
@@ -57,7 +67,7 @@ dependencies {
   runtimeOnly "com.google.guava:guava:${versions.guava}"
   // Other dependencies
   api 'org.tukaani:xz:1.9'
-  api 'commons-io:commons-io:2.16.0'
+  api "commons-io:commons-io:${versions.commonsio}"
   api "org.slf4j:slf4j-api:${versions.slf4j}"
 
   // character set detection
diff --git a/plugins/ingest-attachment/licenses/apache-mime4j-core-0.8.11.jar.sha1 b/plugins/ingest-attachment/licenses/apache-mime4j-core-0.8.11.jar.sha1
new file mode 100644
index 0000000000000..82d9bf2617ce6
--- /dev/null
+++ b/plugins/ingest-attachment/licenses/apache-mime4j-core-0.8.11.jar.sha1
@@ -0,0 +1 @@
+6d1eb5f7b84eaa9d38fca13b761f01c693aef3da
\ No newline at end of file
diff --git a/plugins/ingest-attachment/licenses/apache-mime4j-core-0.8.8.jar.sha1 b/plugins/ingest-attachment/licenses/apache-mime4j-core-0.8.8.jar.sha1
deleted file mode 100644
index 77c36691d36b5..0000000000000
--- a/plugins/ingest-attachment/licenses/apache-mime4j-core-0.8.8.jar.sha1
+++ /dev/null
@@ -1 +0,0 @@
-7330de23c52f71617cbec7f1d2760dae32e687cd
\ No newline at end of file
diff --git a/plugins/ingest-attachment/licenses/apache-mime4j-dom-0.8.11.jar.sha1 b/plugins/ingest-attachment/licenses/apache-mime4j-dom-0.8.11.jar.sha1
new file mode 100644
index 0000000000000..7a494aba6a231
--- /dev/null
+++ b/plugins/ingest-attachment/licenses/apache-mime4j-dom-0.8.11.jar.sha1
@@ -0,0 +1 @@
+f0d42ab9a5832b5f5d05afc004b31245b838e0fc
\ No newline at end of file
diff --git a/plugins/ingest-attachment/licenses/apache-mime4j-dom-0.8.8.jar.sha1 b/plugins/ingest-attachment/licenses/apache-mime4j-dom-0.8.8.jar.sha1
deleted file mode 100644
index fb9c5fed27162..0000000000000
--- a/plugins/ingest-attachment/licenses/apache-mime4j-dom-0.8.8.jar.sha1
+++ /dev/null
@@ -1 +0,0 @@
-e76715563a6bd150f84ccb0adb920aec8faf4779
\ No newline at end of file
diff --git a/plugins/ingest-attachment/licenses/commons-codec-1.15.jar.sha1 b/plugins/ingest-attachment/licenses/commons-codec-1.15.jar.sha1
deleted file mode 100644
index 62d99837b87e1..0000000000000
--- a/plugins/ingest-attachment/licenses/commons-codec-1.15.jar.sha1
+++ /dev/null
@@ -1 +0,0 @@
-49d94806b6e3dc933dacbd8acb0fdbab8ebd1e5d
\ No newline at end of file
diff --git a/plugins/ingest-attachment/licenses/commons-codec-1.16.1.jar.sha1 b/plugins/ingest-attachment/licenses/commons-codec-1.16.1.jar.sha1
new file mode 100644
index 0000000000000..6b8803089c6d7
--- /dev/null
+++ b/plugins/ingest-attachment/licenses/commons-codec-1.16.1.jar.sha1
@@ -0,0 +1 @@
+47bd4d333fba53406f6c6c51884ddbca435c8862
\ No newline at end of file
diff --git a/plugins/ingest-attachment/licenses/commons-compress-1.24.0.jar.sha1 b/plugins/ingest-attachment/licenses/commons-compress-1.24.0.jar.sha1
deleted file mode 100644
index 23999d1bfbde4..0000000000000
--- a/plugins/ingest-attachment/licenses/commons-compress-1.24.0.jar.sha1
+++ /dev/null
@@ -1 +0,0 @@
-b4b1b5a3d9573b2970fddab236102c0a4d27d35e
\ No newline at end of file
diff --git a/plugins/ingest-attachment/licenses/commons-compress-1.26.1.jar.sha1 b/plugins/ingest-attachment/licenses/commons-compress-1.26.1.jar.sha1
new file mode 100644
index 0000000000000..912bda85de18a
--- /dev/null
+++ b/plugins/ingest-attachment/licenses/commons-compress-1.26.1.jar.sha1
@@ -0,0 +1 @@
+44331c1130c370e726a2e1a3e6fba6d2558ef04a
\ No newline at end of file
diff --git a/plugins/ingest-attachment/licenses/commons-lang3-3.13.0.jar.sha1 b/plugins/ingest-attachment/licenses/commons-lang3-3.13.0.jar.sha1
deleted file mode 100644
index d0c2f2486ee1f..0000000000000
--- a/plugins/ingest-attachment/licenses/commons-lang3-3.13.0.jar.sha1
+++ /dev/null
@@ -1 +0,0 @@
-b7263237aa89c1f99b327197c41d0669707a462e
\ No newline at end of file
diff --git a/plugins/ingest-attachment/licenses/commons-lang3-3.14.0.jar.sha1 b/plugins/ingest-attachment/licenses/commons-lang3-3.14.0.jar.sha1
new file mode 100644
index 0000000000000..d783e07e40902
--- /dev/null
+++ b/plugins/ingest-attachment/licenses/commons-lang3-3.14.0.jar.sha1
@@ -0,0 +1 @@
+1ed471194b02f2c6cb734a0cd6f6f107c673afae
\ No newline at end of file
diff --git a/plugins/ingest-attachment/licenses/fontbox-2.0.27.jar.sha1 b/plugins/ingest-attachment/licenses/fontbox-2.0.27.jar.sha1
deleted file mode 100644
index d578dffbfa3f6..0000000000000
--- a/plugins/ingest-attachment/licenses/fontbox-2.0.27.jar.sha1
+++ /dev/null
@@ -1 +0,0 @@
-d08c064d18b2b149da937d15c0d1708cba03f29d
\ No newline at end of file
diff --git a/plugins/ingest-attachment/licenses/fontbox-2.0.31.jar.sha1 b/plugins/ingest-attachment/licenses/fontbox-2.0.31.jar.sha1
new file mode 100644
index 0000000000000..d45d45a66e072
--- /dev/null
+++ b/plugins/ingest-attachment/licenses/fontbox-2.0.31.jar.sha1
@@ -0,0 +1 @@
+96999ecdb7324bf718b88724818fa62f81286c36
\ No newline at end of file
diff --git a/plugins/ingest-attachment/licenses/pdfbox-2.0.27.jar.sha1 b/plugins/ingest-attachment/licenses/pdfbox-2.0.27.jar.sha1
deleted file mode 100644
index 4f670b7f95e8c..0000000000000
--- a/plugins/ingest-attachment/licenses/pdfbox-2.0.27.jar.sha1
+++ /dev/null
@@ -1 +0,0 @@
-416a9dfce3714116bfdf793b15368df04266845f
\ No newline at end of file
diff --git a/plugins/ingest-attachment/licenses/pdfbox-2.0.31.jar.sha1 b/plugins/ingest-attachment/licenses/pdfbox-2.0.31.jar.sha1
new file mode 100644
index 0000000000000..fa256ed9a65d2
--- /dev/null
+++ b/plugins/ingest-attachment/licenses/pdfbox-2.0.31.jar.sha1
@@ -0,0 +1 @@
+29b25053099bc30784a766ccb821417e06f4b8a1
\ No newline at end of file
diff --git a/plugins/ingest-attachment/licenses/poi-5.2.3.jar.sha1 b/plugins/ingest-attachment/licenses/poi-5.2.3.jar.sha1
deleted file mode 100644
index 3d8b3daf606ad..0000000000000
--- a/plugins/ingest-attachment/licenses/poi-5.2.3.jar.sha1
+++ /dev/null
@@ -1 +0,0 @@
-2fb22ae74ad5aea6af1a9c64b9542f2ccf348604
\ No newline at end of file
diff --git a/plugins/ingest-attachment/licenses/poi-5.2.5.jar.sha1 b/plugins/ingest-attachment/licenses/poi-5.2.5.jar.sha1
new file mode 100644
index 0000000000000..0eca17726eb0b
--- /dev/null
+++ b/plugins/ingest-attachment/licenses/poi-5.2.5.jar.sha1
@@ -0,0 +1 @@
+7e00f6b2f76375fe89022d5a7db8acb71cbd55f5
\ No newline at end of file
diff --git a/plugins/ingest-attachment/licenses/poi-ooxml-5.2.3.jar.sha1 b/plugins/ingest-attachment/licenses/poi-ooxml-5.2.3.jar.sha1
deleted file mode 100644
index 8371593cf0841..0000000000000
--- a/plugins/ingest-attachment/licenses/poi-ooxml-5.2.3.jar.sha1
+++ /dev/null
@@ -1 +0,0 @@
-02efd11c940adb18c03eb9ce7ad88fc40ee6a196
\ No newline at end of file
diff --git a/plugins/ingest-attachment/licenses/poi-ooxml-5.2.5.jar.sha1 b/plugins/ingest-attachment/licenses/poi-ooxml-5.2.5.jar.sha1
new file mode 100644
index 0000000000000..6b14be4461425
--- /dev/null
+++ b/plugins/ingest-attachment/licenses/poi-ooxml-5.2.5.jar.sha1
@@ -0,0 +1 @@
+df9f2c52371eeba24db8ea8cafa77285c3cc0742
\ No newline at end of file
diff --git a/plugins/ingest-attachment/licenses/poi-ooxml-lite-5.2.3.jar.sha1 b/plugins/ingest-attachment/licenses/poi-ooxml-lite-5.2.3.jar.sha1
deleted file mode 100644
index 5c6365876b7be..0000000000000
--- a/plugins/ingest-attachment/licenses/poi-ooxml-lite-5.2.3.jar.sha1
+++ /dev/null
@@ -1 +0,0 @@
-db113c8e9051b0ff967f4911fa20336c8325a7c5
\ No newline at end of file
diff --git a/plugins/ingest-attachment/licenses/poi-ooxml-lite-5.2.5.jar.sha1 b/plugins/ingest-attachment/licenses/poi-ooxml-lite-5.2.5.jar.sha1
new file mode 100644
index 0000000000000..f9a473173a297
--- /dev/null
+++ b/plugins/ingest-attachment/licenses/poi-ooxml-lite-5.2.5.jar.sha1
@@ -0,0 +1 @@
+eaa61452d8f0d13080fbb4757a392f09f90e4c49
\ No newline at end of file
diff --git a/plugins/ingest-attachment/licenses/poi-scratchpad-5.2.3.jar.sha1 b/plugins/ingest-attachment/licenses/poi-scratchpad-5.2.3.jar.sha1
deleted file mode 100644
index 3c8f92498f1a4..0000000000000
--- a/plugins/ingest-attachment/licenses/poi-scratchpad-5.2.3.jar.sha1
+++ /dev/null
@@ -1 +0,0 @@
-2a7fce47e22b7fedb1b277347ff4fe36d6eda50d
\ No newline at end of file
diff --git a/plugins/ingest-attachment/licenses/poi-scratchpad-5.2.5.jar.sha1 b/plugins/ingest-attachment/licenses/poi-scratchpad-5.2.5.jar.sha1
new file mode 100644
index 0000000000000..68665ddafd7d8
--- /dev/null
+++ b/plugins/ingest-attachment/licenses/poi-scratchpad-5.2.5.jar.sha1
@@ -0,0 +1 @@
+fc600cf765a49d73935a6e48a5b84f4abcdd0518
\ No newline at end of file
diff --git a/plugins/ingest-attachment/licenses/tika-core-2.6.0.jar.sha1 b/plugins/ingest-attachment/licenses/tika-core-2.6.0.jar.sha1
deleted file mode 100644
index c66c2f3f39401..0000000000000
--- a/plugins/ingest-attachment/licenses/tika-core-2.6.0.jar.sha1
+++ /dev/null
@@ -1 +0,0 @@
-f6ed6356dd4a9bd269d873f65494376685e6192e
\ No newline at end of file
diff --git a/plugins/ingest-attachment/licenses/tika-core-2.9.2.jar.sha1 b/plugins/ingest-attachment/licenses/tika-core-2.9.2.jar.sha1
new file mode 100644
index 0000000000000..80635a63d29fe
--- /dev/null
+++ b/plugins/ingest-attachment/licenses/tika-core-2.9.2.jar.sha1
@@ -0,0 +1 @@
+796a21391780339e3d4862626339b49df170024e
\ No newline at end of file
diff --git a/plugins/ingest-attachment/licenses/tika-langdetect-optimaize-2.6.0.jar.sha1 b/plugins/ingest-attachment/licenses/tika-langdetect-optimaize-2.6.0.jar.sha1
deleted file mode 100644
index e7bc59bb5ae49..0000000000000
--- a/plugins/ingest-attachment/licenses/tika-langdetect-optimaize-2.6.0.jar.sha1
+++ /dev/null
@@ -1 +0,0 @@
-72b784a7bdab0ffde005fa64d15e3f077331d6fc
\ No newline at end of file
diff --git a/plugins/ingest-attachment/licenses/tika-langdetect-optimaize-2.9.2.jar.sha1 b/plugins/ingest-attachment/licenses/tika-langdetect-optimaize-2.9.2.jar.sha1
new file mode 100644
index 0000000000000..a4bb6d48c6a08
--- /dev/null
+++ b/plugins/ingest-attachment/licenses/tika-langdetect-optimaize-2.9.2.jar.sha1
@@ -0,0 +1 @@
+7a48a287e464b456a85c79f318d7bad7db201518
\ No newline at end of file
diff --git a/plugins/ingest-attachment/licenses/tika-parser-apple-module-2.9.2.jar.sha1 b/plugins/ingest-attachment/licenses/tika-parser-apple-module-2.9.2.jar.sha1
new file mode 100644
index 0000000000000..dbaee880d1251
--- /dev/null
+++ b/plugins/ingest-attachment/licenses/tika-parser-apple-module-2.9.2.jar.sha1
@@ -0,0 +1 @@
+758dac27c246c51b019562bab7e266d2da6a6e01
\ No newline at end of file
diff --git a/plugins/ingest-attachment/licenses/tika-parser-html-module-2.9.2.jar.sha1 b/plugins/ingest-attachment/licenses/tika-parser-html-module-2.9.2.jar.sha1
new file mode 100644
index 0000000000000..b4806746301ef
--- /dev/null
+++ b/plugins/ingest-attachment/licenses/tika-parser-html-module-2.9.2.jar.sha1
@@ -0,0 +1 @@
+47f6a4c46b92616d14e82cd7ad4d05cb43077b83
\ No newline at end of file
diff --git a/plugins/ingest-attachment/licenses/tika-parser-microsoft-module-2.9.2.jar.sha1 b/plugins/ingest-attachment/licenses/tika-parser-microsoft-module-2.9.2.jar.sha1
new file mode 100644
index 0000000000000..da1ae42bac652
--- /dev/null
+++ b/plugins/ingest-attachment/licenses/tika-parser-microsoft-module-2.9.2.jar.sha1
@@ -0,0 +1 @@
+235a20823c02c699ce3d57f3d6b9550db05d91a9
\ No newline at end of file
diff --git a/plugins/ingest-attachment/licenses/tika-parser-miscoffice-module-2.9.2.jar.sha1 b/plugins/ingest-attachment/licenses/tika-parser-miscoffice-module-2.9.2.jar.sha1
new file mode 100644
index 0000000000000..7ceed9e1643b8
--- /dev/null
+++ b/plugins/ingest-attachment/licenses/tika-parser-miscoffice-module-2.9.2.jar.sha1
@@ -0,0 +1 @@
+7688a4220d07c32b505230479f957cd495c0bef2
\ No newline at end of file
diff --git a/plugins/ingest-attachment/licenses/tika-parser-pdf-module-2.9.2.jar.sha1 b/plugins/ingest-attachment/licenses/tika-parser-pdf-module-2.9.2.jar.sha1
new file mode 100644
index 0000000000000..e780c1b92d525
--- /dev/null
+++ b/plugins/ingest-attachment/licenses/tika-parser-pdf-module-2.9.2.jar.sha1
@@ -0,0 +1 @@
+4d0f0e3f6eff184040402094f4fabbb3c5c7d09f
\ No newline at end of file
diff --git a/plugins/ingest-attachment/licenses/tika-parser-text-module-2.9.2.jar.sha1 b/plugins/ingest-attachment/licenses/tika-parser-text-module-2.9.2.jar.sha1
new file mode 100644
index 0000000000000..6e56fcffc5f88
--- /dev/null
+++ b/plugins/ingest-attachment/licenses/tika-parser-text-module-2.9.2.jar.sha1
@@ -0,0 +1 @@
+b3a93e538ba6cb4066aba96d629febf181ec9f92
\ No newline at end of file
diff --git a/plugins/ingest-attachment/licenses/tika-parser-xml-module-2.9.2.jar.sha1 b/plugins/ingest-attachment/licenses/tika-parser-xml-module-2.9.2.jar.sha1
new file mode 100644
index 0000000000000..27062077b92bf
--- /dev/null
+++ b/plugins/ingest-attachment/licenses/tika-parser-xml-module-2.9.2.jar.sha1
@@ -0,0 +1 @@
+ff707716c0c4748ffeb21996aefa8d269b3eab5b
\ No newline at end of file
diff --git a/plugins/ingest-attachment/licenses/tika-parser-xmp-commons-2.9.2.jar.sha1 b/plugins/ingest-attachment/licenses/tika-parser-xmp-commons-2.9.2.jar.sha1
new file mode 100644
index 0000000000000..396e2655b14db
--- /dev/null
+++ b/plugins/ingest-attachment/licenses/tika-parser-xmp-commons-2.9.2.jar.sha1
@@ -0,0 +1 @@
+69104107ff85194df5acf682178128771863e442
\ No newline at end of file
diff --git a/plugins/ingest-attachment/licenses/tika-parser-zip-commons-2.9.2.jar.sha1 b/plugins/ingest-attachment/licenses/tika-parser-zip-commons-2.9.2.jar.sha1
new file mode 100644
index 0000000000000..bda62033e4e8c
--- /dev/null
+++ b/plugins/ingest-attachment/licenses/tika-parser-zip-commons-2.9.2.jar.sha1
@@ -0,0 +1 @@
+2fcea85a56f93a5c0cb81f3d6dd8673f3d81c598
\ No newline at end of file
diff --git a/plugins/ingest-attachment/licenses/tika-parsers-standard-package-2.6.0.jar.sha1 b/plugins/ingest-attachment/licenses/tika-parsers-standard-package-2.6.0.jar.sha1
deleted file mode 100644
index 83c0777fcbe8a..0000000000000
--- a/plugins/ingest-attachment/licenses/tika-parsers-standard-package-2.6.0.jar.sha1
+++ /dev/null
@@ -1 +0,0 @@
-00980e70b1df13c1236b750f0ca1462edd5d7417
\ No newline at end of file
diff --git a/plugins/ingest-attachment/licenses/tika-parsers-standard-package-2.9.2.jar.sha1 b/plugins/ingest-attachment/licenses/tika-parsers-standard-package-2.9.2.jar.sha1
new file mode 100644
index 0000000000000..bb76974b6344e
--- /dev/null
+++ b/plugins/ingest-attachment/licenses/tika-parsers-standard-package-2.9.2.jar.sha1
@@ -0,0 +1 @@
+c8408deb51fa617ef4e912b4d161712e695d3a29
\ No newline at end of file
diff --git a/plugins/repository-azure/licenses/commons-lang3-3.13.0.jar.sha1 b/plugins/repository-azure/licenses/commons-lang3-3.13.0.jar.sha1
deleted file mode 100644
index d0c2f2486ee1f..0000000000000
--- a/plugins/repository-azure/licenses/commons-lang3-3.13.0.jar.sha1
+++ /dev/null
@@ -1 +0,0 @@
-b7263237aa89c1f99b327197c41d0669707a462e
\ No newline at end of file
diff --git a/plugins/repository-azure/licenses/commons-lang3-3.14.0.jar.sha1 b/plugins/repository-azure/licenses/commons-lang3-3.14.0.jar.sha1
new file mode 100644
index 0000000000000..d783e07e40902
--- /dev/null
+++ b/plugins/repository-azure/licenses/commons-lang3-3.14.0.jar.sha1
@@ -0,0 +1 @@
+1ed471194b02f2c6cb734a0cd6f6f107c673afae
\ No newline at end of file
diff --git a/plugins/repository-gcs/licenses/commons-codec-1.15.jar.sha1 b/plugins/repository-gcs/licenses/commons-codec-1.15.jar.sha1
deleted file mode 100644
index 62d99837b87e1..0000000000000
--- a/plugins/repository-gcs/licenses/commons-codec-1.15.jar.sha1
+++ /dev/null
@@ -1 +0,0 @@
-49d94806b6e3dc933dacbd8acb0fdbab8ebd1e5d
\ No newline at end of file
diff --git a/plugins/repository-gcs/licenses/commons-codec-1.16.1.jar.sha1 b/plugins/repository-gcs/licenses/commons-codec-1.16.1.jar.sha1
new file mode 100644
index 0000000000000..6b8803089c6d7
--- /dev/null
+++ b/plugins/repository-gcs/licenses/commons-codec-1.16.1.jar.sha1
@@ -0,0 +1 @@
+47bd4d333fba53406f6c6c51884ddbca435c8862
\ No newline at end of file
diff --git a/plugins/repository-hdfs/build.gradle b/plugins/repository-hdfs/build.gradle
index 6faf0383d3ba2..2c51bb4cbea53 100644
--- a/plugins/repository-hdfs/build.gradle
+++ b/plugins/repository-hdfs/build.gradle
@@ -75,7 +75,7 @@ dependencies {
   api 'commons-collections:commons-collections:3.2.2'
   api "org.apache.commons:commons-compress:${versions.commonscompress}"
   api 'org.apache.commons:commons-configuration2:2.10.1'
-  api 'commons-io:commons-io:2.16.0'
+  api "commons-io:commons-io:${versions.commonsio}"
   api 'org.apache.commons:commons-lang3:3.14.0'
   implementation 'com.google.re2j:re2j:1.7'
   api 'javax.servlet:servlet-api:2.5'
diff --git a/plugins/repository-hdfs/licenses/commons-codec-1.15.jar.sha1 b/plugins/repository-hdfs/licenses/commons-codec-1.15.jar.sha1
deleted file mode 100644
index 62d99837b87e1..0000000000000
--- a/plugins/repository-hdfs/licenses/commons-codec-1.15.jar.sha1
+++ /dev/null
@@ -1 +0,0 @@
-49d94806b6e3dc933dacbd8acb0fdbab8ebd1e5d
\ No newline at end of file
diff --git a/plugins/repository-hdfs/licenses/commons-codec-1.16.1.jar.sha1 b/plugins/repository-hdfs/licenses/commons-codec-1.16.1.jar.sha1
new file mode 100644
index 0000000000000..6b8803089c6d7
--- /dev/null
+++ b/plugins/repository-hdfs/licenses/commons-codec-1.16.1.jar.sha1
@@ -0,0 +1 @@
+47bd4d333fba53406f6c6c51884ddbca435c8862
\ No newline at end of file
diff --git a/plugins/repository-hdfs/licenses/commons-compress-1.24.0.jar.sha1 b/plugins/repository-hdfs/licenses/commons-compress-1.24.0.jar.sha1
deleted file mode 100644
index 23999d1bfbde4..0000000000000
--- a/plugins/repository-hdfs/licenses/commons-compress-1.24.0.jar.sha1
+++ /dev/null
@@ -1 +0,0 @@
-b4b1b5a3d9573b2970fddab236102c0a4d27d35e
\ No newline at end of file
diff --git a/plugins/repository-hdfs/licenses/commons-compress-1.26.1.jar.sha1 b/plugins/repository-hdfs/licenses/commons-compress-1.26.1.jar.sha1
new file mode 100644
index 0000000000000..912bda85de18a
--- /dev/null
+++ b/plugins/repository-hdfs/licenses/commons-compress-1.26.1.jar.sha1
@@ -0,0 +1 @@
+44331c1130c370e726a2e1a3e6fba6d2558ef04a
\ No newline at end of file
diff --git a/plugins/repository-s3/licenses/commons-codec-1.15.jar.sha1 b/plugins/repository-s3/licenses/commons-codec-1.15.jar.sha1
deleted file mode 100644
index 62d99837b87e1..0000000000000
--- a/plugins/repository-s3/licenses/commons-codec-1.15.jar.sha1
+++ /dev/null
@@ -1 +0,0 @@
-49d94806b6e3dc933dacbd8acb0fdbab8ebd1e5d
\ No newline at end of file
diff --git a/plugins/repository-s3/licenses/commons-codec-1.16.1.jar.sha1 b/plugins/repository-s3/licenses/commons-codec-1.16.1.jar.sha1
new file mode 100644
index 0000000000000..6b8803089c6d7
--- /dev/null
+++ b/plugins/repository-s3/licenses/commons-codec-1.16.1.jar.sha1
@@ -0,0 +1 @@
+47bd4d333fba53406f6c6c51884ddbca435c8862
\ No newline at end of file
diff --git a/rest-api-spec/src/main/resources/rest-api-spec/api/cat.aliases.json b/rest-api-spec/src/main/resources/rest-api-spec/api/cat.aliases.json
index 1ba12b00c8178..b280452e313da 100644
--- a/rest-api-spec/src/main/resources/rest-api-spec/api/cat.aliases.json
+++ b/rest-api-spec/src/main/resources/rest-api-spec/api/cat.aliases.json
@@ -1,7 +1,7 @@
 {
   "cat.aliases":{
     "documentation":{
-      "url":"https://www.elastic.co/guide/en/elasticsearch/reference/master/cat-alias.html",
+      "url":"https://opensearch.org/docs/latest/api-reference/cat/cat-aliases/",
       "description":"Shows information about currently configured aliases to indices including filter and routing infos."
     },
     "stability":"stable",
diff --git a/rest-api-spec/src/main/resources/rest-api-spec/api/cat.allocation.json b/rest-api-spec/src/main/resources/rest-api-spec/api/cat.allocation.json
index 717c1c49808f6..a56d3e9e8a95e 100644
--- a/rest-api-spec/src/main/resources/rest-api-spec/api/cat.allocation.json
+++ b/rest-api-spec/src/main/resources/rest-api-spec/api/cat.allocation.json
@@ -1,7 +1,7 @@
 {
   "cat.allocation":{
     "documentation":{
-      "url":"https://www.elastic.co/guide/en/elasticsearch/reference/master/cat-allocation.html",
+      "url":"https://opensearch.org/docs/latest/api-reference/cat/cat-allocation/",
       "description":"Provides a snapshot of how many shards are allocated to each data node and how much disk space they are using."
     },
     "stability":"stable",
diff --git a/rest-api-spec/src/main/resources/rest-api-spec/api/cat.cluster_manager.json b/rest-api-spec/src/main/resources/rest-api-spec/api/cat.cluster_manager.json
index cd96038ad0693..3b999d98eb60d 100644
--- a/rest-api-spec/src/main/resources/rest-api-spec/api/cat.cluster_manager.json
+++ b/rest-api-spec/src/main/resources/rest-api-spec/api/cat.cluster_manager.json
@@ -1,7 +1,7 @@
 {
   "cat.cluster_manager":{
     "documentation":{
-      "url":"https://opensearch.org/docs/latest/opensearch/rest-api/cat/cat-master/",
+      "url":"https://opensearch.org/docs/latest/api-reference/cat/cat-cluster_manager/",
       "description":"Returns information about the cluster-manager node."
     },
     "stability":"stable",
diff --git a/rest-api-spec/src/main/resources/rest-api-spec/api/cat.count.json b/rest-api-spec/src/main/resources/rest-api-spec/api/cat.count.json
index 8cfaddf8db83b..e85f399c29fd3 100644
--- a/rest-api-spec/src/main/resources/rest-api-spec/api/cat.count.json
+++ b/rest-api-spec/src/main/resources/rest-api-spec/api/cat.count.json
@@ -1,7 +1,7 @@
 {
   "cat.count":{
     "documentation":{
-      "url":"https://www.elastic.co/guide/en/elasticsearch/reference/master/cat-count.html",
+      "url":"https://opensearch.org/docs/latest/api-reference/cat/cat-count/",
       "description":"Provides quick access to the document count of the entire cluster, or individual indices."
     },
     "stability":"stable",
diff --git a/rest-api-spec/src/main/resources/rest-api-spec/api/cat.fielddata.json b/rest-api-spec/src/main/resources/rest-api-spec/api/cat.fielddata.json
index 9fbde4736b5ef..f2a3cfa8250cb 100644
--- a/rest-api-spec/src/main/resources/rest-api-spec/api/cat.fielddata.json
+++ b/rest-api-spec/src/main/resources/rest-api-spec/api/cat.fielddata.json
@@ -1,7 +1,7 @@
 {
   "cat.fielddata":{
     "documentation":{
-      "url":"https://www.elastic.co/guide/en/elasticsearch/reference/master/cat-fielddata.html",
+      "url":"https://opensearch.org/docs/latest/api-reference/cat/cat-field-data/",
       "description":"Shows how much heap memory is currently being used by fielddata on every data node in the cluster."
     },
     "stability":"stable",
diff --git a/rest-api-spec/src/main/resources/rest-api-spec/api/cat.help.json b/rest-api-spec/src/main/resources/rest-api-spec/api/cat.help.json
index 54ab6d6e5168c..c2f1771977cd5 100644
--- a/rest-api-spec/src/main/resources/rest-api-spec/api/cat.help.json
+++ b/rest-api-spec/src/main/resources/rest-api-spec/api/cat.help.json
@@ -1,7 +1,7 @@
 {
   "cat.help":{
     "documentation":{
-      "url":"https://www.elastic.co/guide/en/elasticsearch/reference/master/cat.html",
+      "url":"https://opensearch.org/docs/latest/api-reference/cat/index/",
       "description":"Returns help for the Cat APIs."
     },
     "stability":"stable",
diff --git a/rest-api-spec/src/main/resources/rest-api-spec/api/cat.indices.json b/rest-api-spec/src/main/resources/rest-api-spec/api/cat.indices.json
index 2491ab309531d..aa36f8fd809aa 100644
--- a/rest-api-spec/src/main/resources/rest-api-spec/api/cat.indices.json
+++ b/rest-api-spec/src/main/resources/rest-api-spec/api/cat.indices.json
@@ -1,7 +1,7 @@
 {
   "cat.indices":{
     "documentation":{
-      "url":"https://www.elastic.co/guide/en/elasticsearch/reference/master/cat-indices.html",
+      "url":"https://opensearch.org/docs/latest/api-reference/cat/cat-indices/",
       "description":"Returns information about indices: number of primaries and replicas, document counts, disk size, ..."
     },
     "stability":"stable",
diff --git a/rest-api-spec/src/main/resources/rest-api-spec/api/cat.nodeattrs.json b/rest-api-spec/src/main/resources/rest-api-spec/api/cat.nodeattrs.json
index c8afa4cb17039..92a7e14b234ce 100644
--- a/rest-api-spec/src/main/resources/rest-api-spec/api/cat.nodeattrs.json
+++ b/rest-api-spec/src/main/resources/rest-api-spec/api/cat.nodeattrs.json
@@ -1,7 +1,7 @@
 {
   "cat.nodeattrs":{
     "documentation":{
-      "url":"https://www.elastic.co/guide/en/elasticsearch/reference/master/cat-nodeattrs.html",
+      "url":"https://opensearch.org/docs/latest/api-reference/cat/cat-nodeattrs/",
       "description":"Returns information about custom node attributes."
     },
     "stability":"stable",
diff --git a/rest-api-spec/src/main/resources/rest-api-spec/api/cat.nodes.json b/rest-api-spec/src/main/resources/rest-api-spec/api/cat.nodes.json
index abb13d015b4d5..63c70afcb9465 100644
--- a/rest-api-spec/src/main/resources/rest-api-spec/api/cat.nodes.json
+++ b/rest-api-spec/src/main/resources/rest-api-spec/api/cat.nodes.json
@@ -1,7 +1,7 @@
 {
   "cat.nodes":{
     "documentation":{
-      "url":"https://www.elastic.co/guide/en/elasticsearch/reference/master/cat-nodes.html",
+      "url":"https://opensearch.org/docs/latest/api-reference/cat/cat-nodes/",
       "description":"Returns basic statistics about performance of cluster nodes."
     },
     "stability":"stable",
diff --git a/rest-api-spec/src/main/resources/rest-api-spec/api/cat.pending_tasks.json b/rest-api-spec/src/main/resources/rest-api-spec/api/cat.pending_tasks.json
index 9c0edf8c53d90..d89ce8af72270 100644
--- a/rest-api-spec/src/main/resources/rest-api-spec/api/cat.pending_tasks.json
+++ b/rest-api-spec/src/main/resources/rest-api-spec/api/cat.pending_tasks.json
@@ -1,7 +1,7 @@
 {
   "cat.pending_tasks":{
     "documentation":{
-      "url":"https://www.elastic.co/guide/en/elasticsearch/reference/master/cat-pending-tasks.html",
+      "url":"https://opensearch.org/docs/latest/api-reference/cat/cat-pending-tasks/",
       "description":"Returns a concise representation of the cluster pending tasks."
     },
     "stability":"stable",
diff --git a/rest-api-spec/src/main/resources/rest-api-spec/api/cat.plugins.json b/rest-api-spec/src/main/resources/rest-api-spec/api/cat.plugins.json
index 0b5b39b01ee58..5dd76c0dec4e4 100644
--- a/rest-api-spec/src/main/resources/rest-api-spec/api/cat.plugins.json
+++ b/rest-api-spec/src/main/resources/rest-api-spec/api/cat.plugins.json
@@ -1,7 +1,7 @@
 {
   "cat.plugins":{
     "documentation":{
-      "url":"https://www.elastic.co/guide/en/elasticsearch/reference/master/cat-plugins.html",
+      "url":"https://opensearch.org/docs/latest/api-reference/cat/cat-plugins/",
       "description":"Returns information about installed plugins across nodes node."
     },
     "stability":"stable",
diff --git a/rest-api-spec/src/main/resources/rest-api-spec/api/cat.recovery.json b/rest-api-spec/src/main/resources/rest-api-spec/api/cat.recovery.json
index 7baf0b8ded609..a3dee81e73abc 100644
--- a/rest-api-spec/src/main/resources/rest-api-spec/api/cat.recovery.json
+++ b/rest-api-spec/src/main/resources/rest-api-spec/api/cat.recovery.json
@@ -1,7 +1,7 @@
 {
   "cat.recovery":{
     "documentation":{
-      "url":"https://www.elastic.co/guide/en/elasticsearch/reference/master/cat-recovery.html",
+      "url":"https://opensearch.org/docs/latest/api-reference/cat/cat-recovery/",
       "description":"Returns information about index shard recoveries, both on-going completed."
     },
     "stability":"stable",
diff --git a/rest-api-spec/src/main/resources/rest-api-spec/api/cat.repositories.json b/rest-api-spec/src/main/resources/rest-api-spec/api/cat.repositories.json
index 58960709a99bb..a8174bbd48e07 100644
--- a/rest-api-spec/src/main/resources/rest-api-spec/api/cat.repositories.json
+++ b/rest-api-spec/src/main/resources/rest-api-spec/api/cat.repositories.json
@@ -1,7 +1,7 @@
 {
   "cat.repositories":{
     "documentation":{
-      "url":"https://www.elastic.co/guide/en/elasticsearch/reference/master/cat-repositories.html",
+      "url":"https://opensearch.org/docs/latest/api-reference/cat/cat-repositories/",
       "description":"Returns information about snapshot repositories registered in the cluster."
     },
     "stability":"stable",
diff --git a/rest-api-spec/src/main/resources/rest-api-spec/api/cat.segment_replication.json b/rest-api-spec/src/main/resources/rest-api-spec/api/cat.segment_replication.json
index a815cd5b1101b..91d913d7c9340 100644
--- a/rest-api-spec/src/main/resources/rest-api-spec/api/cat.segment_replication.json
+++ b/rest-api-spec/src/main/resources/rest-api-spec/api/cat.segment_replication.json
@@ -1,7 +1,7 @@
 {
   "cat.segment_replication":{
     "documentation":{
-      "url":"https://github.com/opensearch-project/documentation-website/issues/2627",
+      "url":"https://opensearch.org/docs/latest/api-reference/cat/cat-segment-replication/",
       "description":"Returns information about both on-going and latest completed Segment Replication events"
     },
     "stability":"experimental",
diff --git a/rest-api-spec/src/main/resources/rest-api-spec/api/cat.segments.json b/rest-api-spec/src/main/resources/rest-api-spec/api/cat.segments.json
index 5107353c7b14f..f9b0de3e2eb50 100644
--- a/rest-api-spec/src/main/resources/rest-api-spec/api/cat.segments.json
+++ b/rest-api-spec/src/main/resources/rest-api-spec/api/cat.segments.json
@@ -1,7 +1,7 @@
 {
   "cat.segments":{
     "documentation":{
-      "url":"https://www.elastic.co/guide/en/elasticsearch/reference/master/cat-segments.html",
+      "url":"https://opensearch.org/docs/latest/api-reference/cat/cat-segments/",
       "description":"Provides low-level information about the segments in the shards of an index."
     },
     "stability":"stable",
diff --git a/rest-api-spec/src/main/resources/rest-api-spec/api/cat.shards.json b/rest-api-spec/src/main/resources/rest-api-spec/api/cat.shards.json
index fab381a098e3f..05a04c4b580ec 100644
--- a/rest-api-spec/src/main/resources/rest-api-spec/api/cat.shards.json
+++ b/rest-api-spec/src/main/resources/rest-api-spec/api/cat.shards.json
@@ -1,7 +1,7 @@
 {
   "cat.shards":{
     "documentation":{
-      "url":"https://www.elastic.co/guide/en/elasticsearch/reference/master/cat-shards.html",
+      "url":"https://opensearch.org/docs/latest/api-reference/cat/cat-shards/",
       "description":"Provides a detailed view of shard allocation on nodes."
     },
     "stability":"stable",
diff --git a/rest-api-spec/src/main/resources/rest-api-spec/api/cat.snapshots.json b/rest-api-spec/src/main/resources/rest-api-spec/api/cat.snapshots.json
index 1320207abfe75..c6eb24a50e435 100644
--- a/rest-api-spec/src/main/resources/rest-api-spec/api/cat.snapshots.json
+++ b/rest-api-spec/src/main/resources/rest-api-spec/api/cat.snapshots.json
@@ -1,7 +1,7 @@
 {
   "cat.snapshots":{
     "documentation":{
-      "url":"https://www.elastic.co/guide/en/elasticsearch/reference/master/cat-snapshots.html",
+      "url":"https://opensearch.org/docs/latest/api-reference/cat/cat-snapshots/",
       "description":"Returns all snapshots in a specific repository."
     },
     "stability":"stable",
diff --git a/rest-api-spec/src/main/resources/rest-api-spec/api/cat.tasks.json b/rest-api-spec/src/main/resources/rest-api-spec/api/cat.tasks.json
index 384668f839642..806b993849940 100644
--- a/rest-api-spec/src/main/resources/rest-api-spec/api/cat.tasks.json
+++ b/rest-api-spec/src/main/resources/rest-api-spec/api/cat.tasks.json
@@ -1,7 +1,7 @@
 {
   "cat.tasks":{
     "documentation":{
-      "url":"https://www.elastic.co/guide/en/elasticsearch/reference/master/tasks.html",
+      "url":"https://opensearch.org/docs/latest/api-reference/cat/cat-tasks/",
       "description":"Returns information about the tasks currently executing on one or more nodes in the cluster."
     },
     "stability":"stable",
diff --git a/rest-api-spec/src/main/resources/rest-api-spec/api/cat.templates.json b/rest-api-spec/src/main/resources/rest-api-spec/api/cat.templates.json
index d45593b7bb2c8..2f4a5f6e40186 100644
--- a/rest-api-spec/src/main/resources/rest-api-spec/api/cat.templates.json
+++ b/rest-api-spec/src/main/resources/rest-api-spec/api/cat.templates.json
@@ -1,7 +1,7 @@
 {
   "cat.templates":{
     "documentation":{
-      "url":"https://www.elastic.co/guide/en/elasticsearch/reference/master/cat-templates.html",
+      "url":"https://opensearch.org/docs/latest/api-reference/cat/cat-templates/",
       "description":"Returns information about existing templates."
     },
     "stability":"stable",
diff --git a/rest-api-spec/src/main/resources/rest-api-spec/api/cat.thread_pool.json b/rest-api-spec/src/main/resources/rest-api-spec/api/cat.thread_pool.json
index 1165703490d1a..e5bffbb43de5b 100644
--- a/rest-api-spec/src/main/resources/rest-api-spec/api/cat.thread_pool.json
+++ b/rest-api-spec/src/main/resources/rest-api-spec/api/cat.thread_pool.json
@@ -1,7 +1,7 @@
 {
   "cat.thread_pool":{
     "documentation":{
-      "url":"https://www.elastic.co/guide/en/elasticsearch/reference/master/cat-thread-pool.html",
+      "url":"https://opensearch.org/docs/latest/api-reference/cat/cat-thread-pool/",
       "description":"Returns cluster-wide thread pool statistics per node.\nBy default the active, queue and rejected statistics are returned for all thread pools."
     },
     "stability":"stable",
diff --git a/rest-api-spec/src/main/resources/rest-api-spec/api/clear_scroll.json b/rest-api-spec/src/main/resources/rest-api-spec/api/clear_scroll.json
index b0e50045cd7cd..ed158978e44a4 100644
--- a/rest-api-spec/src/main/resources/rest-api-spec/api/clear_scroll.json
+++ b/rest-api-spec/src/main/resources/rest-api-spec/api/clear_scroll.json
@@ -1,7 +1,7 @@
 {
   "clear_scroll":{
     "documentation":{
-      "url":"https://www.elastic.co/guide/en/elasticsearch/reference/current/clear-scroll-api.html",
+      "url":"https://opensearch.org/docs/latest/api-reference/scroll/",
       "description":"Explicitly clears the search context for a scroll."
     },
     "stability":"stable",
diff --git a/rest-api-spec/src/main/resources/rest-api-spec/api/cluster.allocation_explain.json b/rest-api-spec/src/main/resources/rest-api-spec/api/cluster.allocation_explain.json
index e46218a781e1b..2f5985faa5f63 100644
--- a/rest-api-spec/src/main/resources/rest-api-spec/api/cluster.allocation_explain.json
+++ b/rest-api-spec/src/main/resources/rest-api-spec/api/cluster.allocation_explain.json
@@ -1,7 +1,7 @@
 {
   "cluster.allocation_explain":{
     "documentation":{
-      "url":"https://www.elastic.co/guide/en/elasticsearch/reference/master/cluster-allocation-explain.html",
+      "url":"https://opensearch.org/docs/latest/api-reference/cluster-api/cluster-allocation/",
       "description":"Provides explanations for shard allocations in the cluster."
     },
     "stability":"stable",
diff --git a/rest-api-spec/src/main/resources/rest-api-spec/api/cluster.delete_component_template.json b/rest-api-spec/src/main/resources/rest-api-spec/api/cluster.delete_component_template.json
index 43e14ad0e2dd8..737716cec2527 100644
--- a/rest-api-spec/src/main/resources/rest-api-spec/api/cluster.delete_component_template.json
+++ b/rest-api-spec/src/main/resources/rest-api-spec/api/cluster.delete_component_template.json
@@ -1,7 +1,7 @@
 {
   "cluster.delete_component_template":{
     "documentation":{
-      "url":"https://www.elastic.co/guide/en/elasticsearch/reference/master/indices-component-template.html",
+      "url":"https://opensearch.org/docs/latest/im-plugin/index-templates/#create-a-component-template",
       "description":"Deletes a component template"
     },
     "stability":"experimental",
diff --git a/rest-api-spec/src/main/resources/rest-api-spec/api/cluster.delete_decommission_awareness.json b/rest-api-spec/src/main/resources/rest-api-spec/api/cluster.delete_decommission_awareness.json
index 13ea101169e60..24e9a59baa742 100644
--- a/rest-api-spec/src/main/resources/rest-api-spec/api/cluster.delete_decommission_awareness.json
+++ b/rest-api-spec/src/main/resources/rest-api-spec/api/cluster.delete_decommission_awareness.json
@@ -1,7 +1,7 @@
 {
   "cluster.delete_decommission_awareness": {
     "documentation": {
-      "url": "https://opensearch.org/docs/latest/opensearch/rest-api/decommission/",
+      "url": "https://opensearch.org/docs/latest/api-reference/cluster-api/cluster-decommission/",
       "description": "Delete any existing decommission."
     },
     "stability": "experimental",
diff --git a/rest-api-spec/src/main/resources/rest-api-spec/api/cluster.delete_weighted_routing.json b/rest-api-spec/src/main/resources/rest-api-spec/api/cluster.delete_weighted_routing.json
index 2cd4081b645e8..a6b09e34e488e 100644
--- a/rest-api-spec/src/main/resources/rest-api-spec/api/cluster.delete_weighted_routing.json
+++ b/rest-api-spec/src/main/resources/rest-api-spec/api/cluster.delete_weighted_routing.json
@@ -1,7 +1,7 @@
 {
   "cluster.delete_weighted_routing": {
     "documentation": {
-      "url": "https://opensearch.org/docs/latest/opensearch/rest-api/weighted-routing/delete",
+      "url": "https://opensearch.org/docs/latest/api-reference/cluster-api/cluster-awareness",
       "description": "Delete weighted shard routing weights"
     },
     "stability": "stable",
diff --git a/rest-api-spec/src/main/resources/rest-api-spec/api/cluster.get_decommission_awareness.json b/rest-api-spec/src/main/resources/rest-api-spec/api/cluster.get_decommission_awareness.json
index 302dea4ec31a7..feb760c2d7783 100644
--- a/rest-api-spec/src/main/resources/rest-api-spec/api/cluster.get_decommission_awareness.json
+++ b/rest-api-spec/src/main/resources/rest-api-spec/api/cluster.get_decommission_awareness.json
@@ -1,7 +1,7 @@
 {
   "cluster.get_decommission_awareness": {
     "documentation": {
-      "url": "https://opensearch.org/docs/latest/opensearch/rest-api/decommission/",
+      "url": "https://opensearch.org/docs/latest/api-reference/cluster-api/cluster-decommission/",
       "description": "Get details and status of decommissioned attribute"
     },
     "stability": "experimental",
diff --git a/rest-api-spec/src/main/resources/rest-api-spec/api/cluster.get_settings.json b/rest-api-spec/src/main/resources/rest-api-spec/api/cluster.get_settings.json
index c60230dbc43b3..df3e6adb6596d 100644
--- a/rest-api-spec/src/main/resources/rest-api-spec/api/cluster.get_settings.json
+++ b/rest-api-spec/src/main/resources/rest-api-spec/api/cluster.get_settings.json
@@ -1,7 +1,7 @@
 {
   "cluster.get_settings":{
     "documentation":{
-      "url":"https://www.elastic.co/guide/en/elasticsearch/reference/master/cluster-update-settings.html",
+      "url":"https://opensearch.org/docs/latest/api-reference/cluster-api/cluster-settings/",
       "description":"Returns cluster settings."
     },
     "stability":"stable",
diff --git a/rest-api-spec/src/main/resources/rest-api-spec/api/cluster.get_weighted_routing.json b/rest-api-spec/src/main/resources/rest-api-spec/api/cluster.get_weighted_routing.json
index 45eb3d2b62a84..c800314f1297e 100644
--- a/rest-api-spec/src/main/resources/rest-api-spec/api/cluster.get_weighted_routing.json
+++ b/rest-api-spec/src/main/resources/rest-api-spec/api/cluster.get_weighted_routing.json
@@ -1,7 +1,7 @@
 {
   "cluster.get_weighted_routing": {
     "documentation": {
-      "url": "https://opensearch.org/docs/latest/opensearch/rest-api/weighted-routing/get",
+      "url": "https://opensearch.org/docs/latest/api-reference/cluster-api/cluster-awareness/",
       "description": "Fetches weighted shard routing weights"
     },
     "stability": "stable",
diff --git a/rest-api-spec/src/main/resources/rest-api-spec/api/cluster.health.json b/rest-api-spec/src/main/resources/rest-api-spec/api/cluster.health.json
index b96340d682546..db820bc4b2c85 100644
--- a/rest-api-spec/src/main/resources/rest-api-spec/api/cluster.health.json
+++ b/rest-api-spec/src/main/resources/rest-api-spec/api/cluster.health.json
@@ -1,7 +1,7 @@
 {
   "cluster.health":{
     "documentation":{
-      "url":"https://www.elastic.co/guide/en/elasticsearch/reference/master/cluster-health.html",
+      "url":"https://opensearch.org/docs/latest/api-reference/cluster-api/cluster-health/",
       "description":"Returns basic information about the health of the cluster."
     },
     "stability":"stable",
diff --git a/rest-api-spec/src/main/resources/rest-api-spec/api/cluster.put_component_template.json b/rest-api-spec/src/main/resources/rest-api-spec/api/cluster.put_component_template.json
index 05558bc7bfc50..5ac77f0f5eeb1 100644
--- a/rest-api-spec/src/main/resources/rest-api-spec/api/cluster.put_component_template.json
+++ b/rest-api-spec/src/main/resources/rest-api-spec/api/cluster.put_component_template.json
@@ -1,7 +1,7 @@
 {
   "cluster.put_component_template":{
     "documentation":{
-      "url":"https://www.elastic.co/guide/en/elasticsearch/reference/master/indices-component-template.html",
+      "url":"https://opensearch.org/docs/latest/im-plugin/index-templates/#create-a-component-template",
       "description":"Creates or updates a component template"
     },
     "stability":"experimental",
diff --git a/rest-api-spec/src/main/resources/rest-api-spec/api/cluster.put_decommission_awareness.json b/rest-api-spec/src/main/resources/rest-api-spec/api/cluster.put_decommission_awareness.json
index bf4ffd454d9df..9bb0b4e96ff2b 100644
--- a/rest-api-spec/src/main/resources/rest-api-spec/api/cluster.put_decommission_awareness.json
+++ b/rest-api-spec/src/main/resources/rest-api-spec/api/cluster.put_decommission_awareness.json
@@ -1,7 +1,7 @@
 {
   "cluster.put_decommission_awareness": {
     "documentation": {
-      "url": "https://opensearch.org/docs/latest/opensearch/rest-api/decommission/",
+      "url": "https://opensearch.org/docs/latest/api-reference/cluster-api/cluster-decommission/",
       "description": "Decommissions an awareness attribute"
     },
     "stability": "experimental",
diff --git a/rest-api-spec/src/main/resources/rest-api-spec/api/cluster.put_settings.json b/rest-api-spec/src/main/resources/rest-api-spec/api/cluster.put_settings.json
index 1e36acc51544d..eec2a24057095 100644
--- a/rest-api-spec/src/main/resources/rest-api-spec/api/cluster.put_settings.json
+++ b/rest-api-spec/src/main/resources/rest-api-spec/api/cluster.put_settings.json
@@ -1,7 +1,7 @@
 {
   "cluster.put_settings":{
     "documentation":{
-      "url":"https://www.elastic.co/guide/en/elasticsearch/reference/master/cluster-update-settings.html",
+      "url":"https://opensearch.org/docs/latest/api-reference/cluster-api/cluster-settings/",
       "description":"Updates the cluster settings."
     },
     "stability":"stable",
diff --git a/rest-api-spec/src/main/resources/rest-api-spec/api/cluster.put_weighted_routing.json b/rest-api-spec/src/main/resources/rest-api-spec/api/cluster.put_weighted_routing.json
index 88498517ba336..f22402def2fc4 100644
--- a/rest-api-spec/src/main/resources/rest-api-spec/api/cluster.put_weighted_routing.json
+++ b/rest-api-spec/src/main/resources/rest-api-spec/api/cluster.put_weighted_routing.json
@@ -1,7 +1,7 @@
 {
   "cluster.put_weighted_routing": {
     "documentation": {
-      "url": "https://opensearch.org/docs/latest/opensearch/rest-api/weighted-routing/put",
+      "url": "https://opensearch.org/docs/latest/api-reference/cluster-api/cluster-awareness",
       "description": "Updates weighted shard routing weights"
     },
     "stability": "stable",
diff --git a/rest-api-spec/src/main/resources/rest-api-spec/api/cluster.remote_info.json b/rest-api-spec/src/main/resources/rest-api-spec/api/cluster.remote_info.json
index 4eac0b55ce6f1..32315ec39f1e4 100644
--- a/rest-api-spec/src/main/resources/rest-api-spec/api/cluster.remote_info.json
+++ b/rest-api-spec/src/main/resources/rest-api-spec/api/cluster.remote_info.json
@@ -1,7 +1,7 @@
 {
   "cluster.remote_info":{
     "documentation":{
-      "url":"https://www.elastic.co/guide/en/elasticsearch/reference/master/cluster-remote-info.html",
+      "url":"https://opensearch.org/docs/latest/api-reference/remote-info/",
       "description":"Returns the information about configured remote clusters."
     },
     "stability":"stable",
diff --git a/rest-api-spec/src/main/resources/rest-api-spec/api/cluster.state.json b/rest-api-spec/src/main/resources/rest-api-spec/api/cluster.state.json
index b43ab901785bd..b4c7240548a79 100644
--- a/rest-api-spec/src/main/resources/rest-api-spec/api/cluster.state.json
+++ b/rest-api-spec/src/main/resources/rest-api-spec/api/cluster.state.json
@@ -1,7 +1,7 @@
 {
   "cluster.state":{
     "documentation":{
-      "url":"https://www.elastic.co/guide/en/elasticsearch/reference/master/cluster-state.html",
+      "url":"https://opensearch.org/docs/latest/api-reference/count/",
       "description":"Returns a comprehensive information about the state of the cluster."
     },
     "stability":"stable",
diff --git a/rest-api-spec/src/main/resources/rest-api-spec/api/cluster.stats.json b/rest-api-spec/src/main/resources/rest-api-spec/api/cluster.stats.json
index f36db0979f4f7..aaaab17fb891a 100644
--- a/rest-api-spec/src/main/resources/rest-api-spec/api/cluster.stats.json
+++ b/rest-api-spec/src/main/resources/rest-api-spec/api/cluster.stats.json
@@ -1,7 +1,7 @@
 {
   "cluster.stats":{
     "documentation":{
-      "url":"https://www.elastic.co/guide/en/elasticsearch/reference/master/cluster-stats.html",
+      "url":"https://opensearch.org/docs/latest/api-reference/cluster-api/cluster-stats/",
       "description":"Returns high-level overview of cluster statistics."
     },
     "stability":"stable",
diff --git a/rest-api-spec/src/main/resources/rest-api-spec/api/count.json b/rest-api-spec/src/main/resources/rest-api-spec/api/count.json
index 8cdb3db7c12cd..38eb435e29a9e 100644
--- a/rest-api-spec/src/main/resources/rest-api-spec/api/count.json
+++ b/rest-api-spec/src/main/resources/rest-api-spec/api/count.json
@@ -1,7 +1,7 @@
 {
   "count":{
     "documentation":{
-      "url":"https://www.elastic.co/guide/en/elasticsearch/reference/master/search-count.html",
+      "url":"https://opensearch.org/docs/latest/api-reference/count/",
       "description":"Returns number of documents matching a query."
     },
     "stability":"stable",
diff --git a/rest-api-spec/src/main/resources/rest-api-spec/api/create.json b/rest-api-spec/src/main/resources/rest-api-spec/api/create.json
index 767af84b82258..b3e678ace4751 100644
--- a/rest-api-spec/src/main/resources/rest-api-spec/api/create.json
+++ b/rest-api-spec/src/main/resources/rest-api-spec/api/create.json
@@ -1,7 +1,7 @@
 {
   "create":{
     "documentation":{
-      "url":"https://www.elastic.co/guide/en/elasticsearch/reference/master/docs-index_.html",
+      "url":"https://opensearch.org/docs/latest/api-reference/document-apis/index-document/",
       "description":"Creates a new document in the index.\n\nReturns a 409 response when a document with a same ID already exists in the index."
     },
     "stability":"stable",
diff --git a/rest-api-spec/src/main/resources/rest-api-spec/api/create_pit.json b/rest-api-spec/src/main/resources/rest-api-spec/api/create_pit.json
index d3a2104c01bc0..81fb3f7c3b973 100644
--- a/rest-api-spec/src/main/resources/rest-api-spec/api/create_pit.json
+++ b/rest-api-spec/src/main/resources/rest-api-spec/api/create_pit.json
@@ -2,7 +2,7 @@
 {
   "create_pit":{
     "documentation":{
-      "url":"https://opensearch.org/docs/latest/opensearch/rest-api/point_in_time/",
+      "url":"https://opensearch.org/docs/latest/search-plugins/searching-data/point-in-time-api",
       "description":"Creates point in time context."
     },
     "stability":"stable",
diff --git a/rest-api-spec/src/main/resources/rest-api-spec/api/dangling_indices.delete_dangling_index.json b/rest-api-spec/src/main/resources/rest-api-spec/api/dangling_indices.delete_dangling_index.json
index 5d832fc794f4f..d0c4aaefbcadf 100644
--- a/rest-api-spec/src/main/resources/rest-api-spec/api/dangling_indices.delete_dangling_index.json
+++ b/rest-api-spec/src/main/resources/rest-api-spec/api/dangling_indices.delete_dangling_index.json
@@ -1,7 +1,7 @@
 {
   "dangling_indices.delete_dangling_index": {
     "documentation": {
-      "url": "https://www.elastic.co/guide/en/elasticsearch/reference/master/modules-gateway-dangling-indices.html",
+      "url": "https://opensearch.org/docs/latest/api-reference/index-apis/dangling-index/",
       "description": "Deletes the specified dangling index"
     },
     "stability": "stable",
diff --git a/rest-api-spec/src/main/resources/rest-api-spec/api/dangling_indices.import_dangling_index.json b/rest-api-spec/src/main/resources/rest-api-spec/api/dangling_indices.import_dangling_index.json
index 5b056e1fa145f..f6cedbe41ef53 100644
--- a/rest-api-spec/src/main/resources/rest-api-spec/api/dangling_indices.import_dangling_index.json
+++ b/rest-api-spec/src/main/resources/rest-api-spec/api/dangling_indices.import_dangling_index.json
@@ -1,7 +1,7 @@
 {
   "dangling_indices.import_dangling_index": {
     "documentation": {
-      "url": "https://www.elastic.co/guide/en/elasticsearch/reference/master/modules-gateway-dangling-indices.html",
+      "url": "https://opensearch.org/docs/latest/api-reference/index-apis/dangling-index/",
       "description": "Imports the specified dangling index"
     },
     "stability": "stable",
diff --git a/rest-api-spec/src/main/resources/rest-api-spec/api/dangling_indices.list_dangling_indices.json b/rest-api-spec/src/main/resources/rest-api-spec/api/dangling_indices.list_dangling_indices.json
index dfc21f56ddfac..0d14c8380c7fe 100644
--- a/rest-api-spec/src/main/resources/rest-api-spec/api/dangling_indices.list_dangling_indices.json
+++ b/rest-api-spec/src/main/resources/rest-api-spec/api/dangling_indices.list_dangling_indices.json
@@ -1,7 +1,7 @@
 {
   "dangling_indices.list_dangling_indices": {
     "documentation": {
-      "url": "https://www.elastic.co/guide/en/elasticsearch/reference/master/modules-gateway-dangling-indices.html",
+      "url": "https://opensearch.org/docs/latest/api-reference/index-apis/dangling-index/",
       "description": "Returns all dangling indices."
     },
     "stability": "stable",
diff --git a/rest-api-spec/src/main/resources/rest-api-spec/api/delete.json b/rest-api-spec/src/main/resources/rest-api-spec/api/delete.json
index 76dceb455627f..668976d360999 100644
--- a/rest-api-spec/src/main/resources/rest-api-spec/api/delete.json
+++ b/rest-api-spec/src/main/resources/rest-api-spec/api/delete.json
@@ -1,7 +1,7 @@
 {
   "delete":{
     "documentation":{
-      "url":"https://www.elastic.co/guide/en/elasticsearch/reference/master/docs-delete.html",
+      "url":"https://opensearch.org/docs/latest/api-reference/document-apis/delete-document/",
       "description":"Removes a document from the index."
     },
     "stability":"stable",
diff --git a/rest-api-spec/src/main/resources/rest-api-spec/api/delete_all_pits.json b/rest-api-spec/src/main/resources/rest-api-spec/api/delete_all_pits.json
index 5ff01aa746df9..1e329e3c27b5b 100644
--- a/rest-api-spec/src/main/resources/rest-api-spec/api/delete_all_pits.json
+++ b/rest-api-spec/src/main/resources/rest-api-spec/api/delete_all_pits.json
@@ -1,7 +1,7 @@
 {
   "delete_all_pits":{
     "documentation":{
-      "url":"https://opensearch.org/docs/latest/opensearch/rest-api/point_in_time/",
+      "url":"https://opensearch.org/docs/latest/search-plugins/searching-data/point-in-time-api",
       "description":"Deletes all active point in time searches."
     },
     "stability":"stable",
diff --git a/rest-api-spec/src/main/resources/rest-api-spec/api/delete_by_query.json b/rest-api-spec/src/main/resources/rest-api-spec/api/delete_by_query.json
index 4c32974583aac..0c493a092e244 100644
--- a/rest-api-spec/src/main/resources/rest-api-spec/api/delete_by_query.json
+++ b/rest-api-spec/src/main/resources/rest-api-spec/api/delete_by_query.json
@@ -1,7 +1,7 @@
 {
   "delete_by_query":{
     "documentation":{
-      "url":"https://www.elastic.co/guide/en/elasticsearch/reference/master/docs-delete-by-query.html",
+      "url":"https://opensearch.org/docs/latest/api-reference/document-apis/delete-by-query/",
       "description":"Deletes documents matching the provided query."
     },
     "stability":"stable",
diff --git a/rest-api-spec/src/main/resources/rest-api-spec/api/delete_by_query_rethrottle.json b/rest-api-spec/src/main/resources/rest-api-spec/api/delete_by_query_rethrottle.json
index 112bfc8a7d2e0..c9660fe2e4427 100644
--- a/rest-api-spec/src/main/resources/rest-api-spec/api/delete_by_query_rethrottle.json
+++ b/rest-api-spec/src/main/resources/rest-api-spec/api/delete_by_query_rethrottle.json
@@ -1,7 +1,7 @@
 {
   "delete_by_query_rethrottle":{
     "documentation":{
-      "url":"https://www.elastic.co/guide/en/elasticsearch/reference/current/docs-delete-by-query.html",
+      "url":"https://opensearch.org/docs/latest/api-reference/document-apis/delete-by-query/",
       "description":"Changes the number of requests per second for a particular Delete By Query operation."
     },
     "stability":"stable",
diff --git a/rest-api-spec/src/main/resources/rest-api-spec/api/delete_pit.json b/rest-api-spec/src/main/resources/rest-api-spec/api/delete_pit.json
index b54d9f76204f4..234001349d889 100644
--- a/rest-api-spec/src/main/resources/rest-api-spec/api/delete_pit.json
+++ b/rest-api-spec/src/main/resources/rest-api-spec/api/delete_pit.json
@@ -1,7 +1,7 @@
 {
   "delete_pit":{
     "documentation":{
-      "url":"https://opensearch.org/docs/latest/opensearch/rest-api/point_in_time/",
+      "url":"https://opensearch.org/docs/latest/search-plugins/searching-data/point-in-time-api",
       "description":"Deletes one or more point in time searches based on the IDs passed."
     },
     "stability":"stable",
diff --git a/rest-api-spec/src/main/resources/rest-api-spec/api/delete_script.json b/rest-api-spec/src/main/resources/rest-api-spec/api/delete_script.json
index acaa389738606..b858f71eb2812 100644
--- a/rest-api-spec/src/main/resources/rest-api-spec/api/delete_script.json
+++ b/rest-api-spec/src/main/resources/rest-api-spec/api/delete_script.json
@@ -1,7 +1,7 @@
 {
   "delete_script":{
     "documentation":{
-      "url":"https://www.elastic.co/guide/en/elasticsearch/reference/master/modules-scripting.html",
+      "url":"https://opensearch.org/docs/latest/api-reference/script-apis/delete-script/",
       "description":"Deletes a script."
     },
     "stability":"stable",
diff --git a/rest-api-spec/src/main/resources/rest-api-spec/api/exists.json b/rest-api-spec/src/main/resources/rest-api-spec/api/exists.json
index fd221b474a070..0b4f588a673ac 100644
--- a/rest-api-spec/src/main/resources/rest-api-spec/api/exists.json
+++ b/rest-api-spec/src/main/resources/rest-api-spec/api/exists.json
@@ -1,7 +1,7 @@
 {
   "exists":{
     "documentation":{
-      "url":"https://www.elastic.co/guide/en/elasticsearch/reference/master/docs-get.html",
+      "url":"https://opensearch.org/docs/latest/api-reference/document-apis/get-documents/",
       "description":"Returns information about whether a document exists in an index."
     },
     "stability":"stable",
diff --git a/rest-api-spec/src/main/resources/rest-api-spec/api/exists_source.json b/rest-api-spec/src/main/resources/rest-api-spec/api/exists_source.json
index bdbf818fb5d81..5c44f57c289b5 100644
--- a/rest-api-spec/src/main/resources/rest-api-spec/api/exists_source.json
+++ b/rest-api-spec/src/main/resources/rest-api-spec/api/exists_source.json
@@ -1,7 +1,7 @@
 {
   "exists_source":{
     "documentation":{
-      "url":"https://www.elastic.co/guide/en/elasticsearch/reference/master/docs-get.html",
+      "url":"https://opensearch.org/docs/latest/api-reference/document-apis/get-documents/",
       "description":"Returns information about whether a document source exists in an index."
     },
     "stability":"stable",
diff --git a/rest-api-spec/src/main/resources/rest-api-spec/api/explain.json b/rest-api-spec/src/main/resources/rest-api-spec/api/explain.json
index 7f630f7666f30..4ad263262fe14 100644
--- a/rest-api-spec/src/main/resources/rest-api-spec/api/explain.json
+++ b/rest-api-spec/src/main/resources/rest-api-spec/api/explain.json
@@ -1,7 +1,7 @@
 {
   "explain":{
     "documentation":{
-      "url":"https://www.elastic.co/guide/en/elasticsearch/reference/master/search-explain.html",
+      "url":"https://opensearch.org/docs/latest/api-reference/explain/",
       "description":"Returns information about why a specific matches (or doesn't match) a query."
     },
     "stability":"stable",
diff --git a/rest-api-spec/src/main/resources/rest-api-spec/api/get.json b/rest-api-spec/src/main/resources/rest-api-spec/api/get.json
index 2ce77f17aff10..990ec4685fa54 100644
--- a/rest-api-spec/src/main/resources/rest-api-spec/api/get.json
+++ b/rest-api-spec/src/main/resources/rest-api-spec/api/get.json
@@ -1,7 +1,7 @@
 {
   "get":{
     "documentation":{
-      "url":"https://www.elastic.co/guide/en/elasticsearch/reference/master/docs-get.html",
+      "url":"https://opensearch.org/docs/latest/api-reference/document-apis/get-documents/",
       "description":"Returns a document."
     },
     "stability":"stable",
diff --git a/rest-api-spec/src/main/resources/rest-api-spec/api/get_all_pits.json b/rest-api-spec/src/main/resources/rest-api-spec/api/get_all_pits.json
index 544a8cb11b002..9176d499e754b 100644
--- a/rest-api-spec/src/main/resources/rest-api-spec/api/get_all_pits.json
+++ b/rest-api-spec/src/main/resources/rest-api-spec/api/get_all_pits.json
@@ -1,7 +1,7 @@
 {
   "get_all_pits":{
     "documentation":{
-      "url":"https://opensearch.org/docs/latest/opensearch/rest-api/point_in_time/",
+      "url":"https://opensearch.org/docs/latest/search-plugins/searching-data/point-in-time-api",
       "description":"Lists all active point in time searches."
     },
     "stability":"stable",
diff --git a/rest-api-spec/src/main/resources/rest-api-spec/api/get_script_context.json b/rest-api-spec/src/main/resources/rest-api-spec/api/get_script_context.json
index aa770ee9d9f2e..c5034e48e6e65 100644
--- a/rest-api-spec/src/main/resources/rest-api-spec/api/get_script_context.json
+++ b/rest-api-spec/src/main/resources/rest-api-spec/api/get_script_context.json
@@ -1,7 +1,7 @@
 {
   "get_script_context":{
     "documentation":{
-      "url": "https://www.elastic.co/guide/en/elasticsearch/painless/master/painless-contexts.html",
+      "url": "https://opensearch.org/docs/latest/api-reference/script-apis/get-script-language/",
       "description":"Returns all script contexts."
     },
     "stability":"experimental",
diff --git a/rest-api-spec/src/main/resources/rest-api-spec/api/get_script_languages.json b/rest-api-spec/src/main/resources/rest-api-spec/api/get_script_languages.json
index a5e06cb88901b..006f34a9762b0 100644
--- a/rest-api-spec/src/main/resources/rest-api-spec/api/get_script_languages.json
+++ b/rest-api-spec/src/main/resources/rest-api-spec/api/get_script_languages.json
@@ -1,7 +1,7 @@
 {
   "get_script_languages":{
     "documentation":{
-      "url": "https://www.elastic.co/guide/en/elasticsearch/reference/master/modules-scripting.html",
+      "url": "https://opensearch.org/docs/latest/api-reference/script-apis/get-script-language/",
       "description":"Returns available script types, languages and contexts"
     },
     "stability":"experimental",
diff --git a/rest-api-spec/src/main/resources/rest-api-spec/api/get_source.json b/rest-api-spec/src/main/resources/rest-api-spec/api/get_source.json
index ad79678388590..ab269fcc0980f 100644
--- a/rest-api-spec/src/main/resources/rest-api-spec/api/get_source.json
+++ b/rest-api-spec/src/main/resources/rest-api-spec/api/get_source.json
@@ -1,7 +1,7 @@
 {
   "get_source":{
     "documentation":{
-      "url":"https://www.elastic.co/guide/en/elasticsearch/reference/master/docs-get.html",
+      "url":"https://opensearch.org/docs/latest/api-reference/document-apis/get-documents/",
       "description":"Returns the source of a document."
     },
     "stability":"stable",
diff --git a/rest-api-spec/src/main/resources/rest-api-spec/api/index.json b/rest-api-spec/src/main/resources/rest-api-spec/api/index.json
index b4865403331b0..a02e5bbd2c6e8 100644
--- a/rest-api-spec/src/main/resources/rest-api-spec/api/index.json
+++ b/rest-api-spec/src/main/resources/rest-api-spec/api/index.json
@@ -1,7 +1,7 @@
 {
   "index":{
     "documentation":{
-      "url":"https://www.elastic.co/guide/en/elasticsearch/reference/master/docs-index_.html",
+      "url":"https://opensearch.org/docs/latest/api-reference/document-apis/index-document/",
       "description":"Creates or updates a document in an index."
     },
     "stability":"stable",
diff --git a/rest-api-spec/src/main/resources/rest-api-spec/api/indices.analyze.json b/rest-api-spec/src/main/resources/rest-api-spec/api/indices.analyze.json
index aa8e84c1985d6..ddf6b93bba0c5 100644
--- a/rest-api-spec/src/main/resources/rest-api-spec/api/indices.analyze.json
+++ b/rest-api-spec/src/main/resources/rest-api-spec/api/indices.analyze.json
@@ -1,7 +1,7 @@
 {
   "indices.analyze":{
     "documentation":{
-      "url":"https://www.elastic.co/guide/en/elasticsearch/reference/master/indices-analyze.html",
+      "url":"https://opensearch.org/docs/latest/api-reference/analyze-apis/",
       "description":"Performs the analysis process on a text and return the tokens breakdown of the text."
     },
     "stability":"stable",
diff --git a/rest-api-spec/src/main/resources/rest-api-spec/api/indices.clear_cache.json b/rest-api-spec/src/main/resources/rest-api-spec/api/indices.clear_cache.json
index 0c7eca8c8e6f5..09ff5af473335 100644
--- a/rest-api-spec/src/main/resources/rest-api-spec/api/indices.clear_cache.json
+++ b/rest-api-spec/src/main/resources/rest-api-spec/api/indices.clear_cache.json
@@ -1,7 +1,7 @@
 {
   "indices.clear_cache":{
     "documentation":{
-      "url":"https://www.elastic.co/guide/en/elasticsearch/reference/master/indices-clearcache.html",
+      "url":"https://opensearch.org/docs/latest/api-reference/index-apis/clear-index-cache/",
       "description":"Clears all or specific caches for one or more indices."
     },
     "stability":"stable",
diff --git a/rest-api-spec/src/main/resources/rest-api-spec/api/indices.clone.json b/rest-api-spec/src/main/resources/rest-api-spec/api/indices.clone.json
index 2d874f4933768..0872e1b0d6266 100644
--- a/rest-api-spec/src/main/resources/rest-api-spec/api/indices.clone.json
+++ b/rest-api-spec/src/main/resources/rest-api-spec/api/indices.clone.json
@@ -1,7 +1,7 @@
 {
   "indices.clone": {
     "documentation": {
-      "url": "https://www.elastic.co/guide/en/elasticsearch/reference/master/indices-clone-index.html",
+      "url": "https://opensearch.org/docs/latest/api-reference/index-apis/clone/",
       "description": "Clones an index"
     },
     "stability": "stable",
diff --git a/rest-api-spec/src/main/resources/rest-api-spec/api/indices.close.json b/rest-api-spec/src/main/resources/rest-api-spec/api/indices.close.json
index 1182b73541f93..863080befd3d6 100644
--- a/rest-api-spec/src/main/resources/rest-api-spec/api/indices.close.json
+++ b/rest-api-spec/src/main/resources/rest-api-spec/api/indices.close.json
@@ -1,7 +1,7 @@
 {
   "indices.close":{
     "documentation":{
-      "url":"https://www.elastic.co/guide/en/elasticsearch/reference/master/indices-open-close.html",
+      "url":"https://opensearch.org/docs/latest/api-reference/index-apis/close-index/",
       "description":"Closes an index."
     },
     "stability":"stable",
diff --git a/rest-api-spec/src/main/resources/rest-api-spec/api/indices.create.json b/rest-api-spec/src/main/resources/rest-api-spec/api/indices.create.json
index 53ea4cbd80803..c35876c9e6f15 100644
--- a/rest-api-spec/src/main/resources/rest-api-spec/api/indices.create.json
+++ b/rest-api-spec/src/main/resources/rest-api-spec/api/indices.create.json
@@ -1,7 +1,7 @@
 {
   "indices.create":{
     "documentation":{
-      "url":"https://www.elastic.co/guide/en/elasticsearch/reference/master/indices-create-index.html",
+      "url":"https://opensearch.org/docs/latest/api-reference/index-apis/create-index/",
       "description":"Creates an index with optional settings and mappings."
     },
     "stability":"stable",
diff --git a/rest-api-spec/src/main/resources/rest-api-spec/api/indices.data_streams_stats.json b/rest-api-spec/src/main/resources/rest-api-spec/api/indices.data_streams_stats.json
index 67f90c48eb79f..4dea89d4189b1 100644
--- a/rest-api-spec/src/main/resources/rest-api-spec/api/indices.data_streams_stats.json
+++ b/rest-api-spec/src/main/resources/rest-api-spec/api/indices.data_streams_stats.json
@@ -1,7 +1,7 @@
 {
   "indices.data_streams_stats":{
     "documentation":{
-      "url":"https://www.elastic.co/guide/en/elasticsearch/reference/master/data-streams.html",
+      "url":"https://opensearch.org/docs/latest/im-plugin/data-streams/",
       "description":"Provides statistics on operations happening in a data stream."
     },
     "stability":"experimental",
diff --git a/rest-api-spec/src/main/resources/rest-api-spec/api/indices.delete.json b/rest-api-spec/src/main/resources/rest-api-spec/api/indices.delete.json
index 53fdf44bb36a1..ea8a3f6b769e9 100644
--- a/rest-api-spec/src/main/resources/rest-api-spec/api/indices.delete.json
+++ b/rest-api-spec/src/main/resources/rest-api-spec/api/indices.delete.json
@@ -1,7 +1,7 @@
 {
   "indices.delete":{
     "documentation":{
-      "url":"https://www.elastic.co/guide/en/elasticsearch/reference/master/indices-delete-index.html",
+      "url":"https://opensearch.org/docs/latest/api-reference/index-apis/delete-index/",
       "description":"Deletes an index."
     },
     "stability":"stable",
diff --git a/rest-api-spec/src/main/resources/rest-api-spec/api/indices.delete_data_stream.json b/rest-api-spec/src/main/resources/rest-api-spec/api/indices.delete_data_stream.json
index f824fb5207d46..e695fb4cfcf60 100644
--- a/rest-api-spec/src/main/resources/rest-api-spec/api/indices.delete_data_stream.json
+++ b/rest-api-spec/src/main/resources/rest-api-spec/api/indices.delete_data_stream.json
@@ -1,7 +1,7 @@
 {
   "indices.delete_data_stream":{
     "documentation":{
-      "url":"https://www.elastic.co/guide/en/elasticsearch/reference/master/data-streams.html",
+      "url":"https://opensearch.org/docs/latest/im-plugin/data-streams/",
       "description":"Deletes a data stream."
     },
     "stability":"experimental",
diff --git a/rest-api-spec/src/main/resources/rest-api-spec/api/indices.delete_template.json b/rest-api-spec/src/main/resources/rest-api-spec/api/indices.delete_template.json
index 74dbb1822b64a..252ab47a8df6f 100644
--- a/rest-api-spec/src/main/resources/rest-api-spec/api/indices.delete_template.json
+++ b/rest-api-spec/src/main/resources/rest-api-spec/api/indices.delete_template.json
@@ -1,7 +1,7 @@
 {
   "indices.delete_template":{
     "documentation":{
-      "url":"https://www.elastic.co/guide/en/elasticsearch/reference/master/indices-templates.html",
+      "url":"https://opensearch.org/docs/latest/im-plugin/index-templates",
       "description":"Deletes an index template."
     },
     "stability":"stable",
diff --git a/rest-api-spec/src/main/resources/rest-api-spec/api/indices.exists.json b/rest-api-spec/src/main/resources/rest-api-spec/api/indices.exists.json
index 7539f44a81eed..7be004cd9c4ea 100644
--- a/rest-api-spec/src/main/resources/rest-api-spec/api/indices.exists.json
+++ b/rest-api-spec/src/main/resources/rest-api-spec/api/indices.exists.json
@@ -1,7 +1,7 @@
 {
   "indices.exists":{
     "documentation":{
-      "url":"https://www.elastic.co/guide/en/elasticsearch/reference/master/indices-exists.html",
+      "url":"https://opensearch.org/docs/latest/api-reference/index-apis/exists/",
       "description":"Returns information about whether a particular index exists."
     },
     "stability":"stable",
diff --git a/rest-api-spec/src/main/resources/rest-api-spec/api/indices.exists_alias.json b/rest-api-spec/src/main/resources/rest-api-spec/api/indices.exists_alias.json
index 66e5ce92cbbe5..88d1c00076757 100644
--- a/rest-api-spec/src/main/resources/rest-api-spec/api/indices.exists_alias.json
+++ b/rest-api-spec/src/main/resources/rest-api-spec/api/indices.exists_alias.json
@@ -1,7 +1,7 @@
 {
   "indices.exists_alias":{
     "documentation":{
-      "url":"https://www.elastic.co/guide/en/elasticsearch/reference/master/indices-aliases.html",
+      "url":"https://opensearch.org/docs/latest/api-reference/index-apis/alias/",
       "description":"Returns information about whether a particular alias exists."
     },
     "stability":"stable",
diff --git a/rest-api-spec/src/main/resources/rest-api-spec/api/indices.exists_index_template.json b/rest-api-spec/src/main/resources/rest-api-spec/api/indices.exists_index_template.json
index c5312680fa880..8b050881240da 100644
--- a/rest-api-spec/src/main/resources/rest-api-spec/api/indices.exists_index_template.json
+++ b/rest-api-spec/src/main/resources/rest-api-spec/api/indices.exists_index_template.json
@@ -1,7 +1,7 @@
 {
   "indices.exists_index_template":{
     "documentation":{
-      "url":"https://www.elastic.co/guide/en/elasticsearch/reference/master/indices-templates.html",
+      "url":"https://opensearch.org/docs/latest/im-plugin/index-templates",
       "description":"Returns information about whether a particular index template exists."
     },
     "stability":"experimental",
diff --git a/rest-api-spec/src/main/resources/rest-api-spec/api/indices.exists_template.json b/rest-api-spec/src/main/resources/rest-api-spec/api/indices.exists_template.json
index 9796bdd9d21ff..08ab5cf81e57d 100644
--- a/rest-api-spec/src/main/resources/rest-api-spec/api/indices.exists_template.json
+++ b/rest-api-spec/src/main/resources/rest-api-spec/api/indices.exists_template.json
@@ -1,7 +1,7 @@
 {
   "indices.exists_template":{
     "documentation":{
-      "url":"https://www.elastic.co/guide/en/elasticsearch/reference/master/indices-templates.html",
+      "url":"https://opensearch.org/docs/latest/im-plugin/index-templates",
       "description":"Returns information about whether a particular index template exists."
     },
     "stability":"stable",
diff --git a/rest-api-spec/src/main/resources/rest-api-spec/api/indices.forcemerge.json b/rest-api-spec/src/main/resources/rest-api-spec/api/indices.forcemerge.json
index 986bce55f41e5..a1e066c558cb2 100644
--- a/rest-api-spec/src/main/resources/rest-api-spec/api/indices.forcemerge.json
+++ b/rest-api-spec/src/main/resources/rest-api-spec/api/indices.forcemerge.json
@@ -1,7 +1,7 @@
 {
   "indices.forcemerge":{
     "documentation":{
-      "url":"https://www.elastic.co/guide/en/elasticsearch/reference/master/indices-forcemerge.html",
+      "url":"https://opensearch.org/docs/latest/api-reference/index-apis/force-merge/",
       "description":"Performs the force merge operation on one or more indices."
     },
     "stability":"stable",
diff --git a/rest-api-spec/src/main/resources/rest-api-spec/api/indices.get.json b/rest-api-spec/src/main/resources/rest-api-spec/api/indices.get.json
index 0a43f6481d86d..ca701cc81b0c7 100644
--- a/rest-api-spec/src/main/resources/rest-api-spec/api/indices.get.json
+++ b/rest-api-spec/src/main/resources/rest-api-spec/api/indices.get.json
@@ -1,7 +1,7 @@
 {
   "indices.get":{
     "documentation":{
-      "url":"https://www.elastic.co/guide/en/elasticsearch/reference/master/indices-get-index.html",
+      "url":"https://opensearch.org/docs/latest/api-reference/index-apis/get-index/",
       "description":"Returns information about one or more indices."
     },
     "stability":"stable",
diff --git a/rest-api-spec/src/main/resources/rest-api-spec/api/indices.get_data_stream.json b/rest-api-spec/src/main/resources/rest-api-spec/api/indices.get_data_stream.json
index ce19186bea6a9..99f419e593a6f 100644
--- a/rest-api-spec/src/main/resources/rest-api-spec/api/indices.get_data_stream.json
+++ b/rest-api-spec/src/main/resources/rest-api-spec/api/indices.get_data_stream.json
@@ -1,7 +1,7 @@
 {
   "indices.get_data_stream":{
     "documentation":{
-      "url":"https://www.elastic.co/guide/en/elasticsearch/reference/master/data-streams.html",
+      "url":"https://opensearch.org/docs/latest/im-plugin/data-streams/",
       "description":"Returns data streams."
     },
     "stability":"experimental",
diff --git a/rest-api-spec/src/main/resources/rest-api-spec/api/indices.get_field_mapping.json b/rest-api-spec/src/main/resources/rest-api-spec/api/indices.get_field_mapping.json
index 0e71b6d395777..ef627502f5250 100644
--- a/rest-api-spec/src/main/resources/rest-api-spec/api/indices.get_field_mapping.json
+++ b/rest-api-spec/src/main/resources/rest-api-spec/api/indices.get_field_mapping.json
@@ -1,7 +1,7 @@
 {
   "indices.get_field_mapping":{
     "documentation":{
-      "url":"https://www.elastic.co/guide/en/elasticsearch/reference/master/indices-get-field-mapping.html",
+      "url":"https://opensearch.org/docs/latest/api-reference/index-apis/put-mapping/",
       "description":"Returns mapping for one or more fields."
     },
     "stability":"stable",
diff --git a/rest-api-spec/src/main/resources/rest-api-spec/api/indices.get_index_template.json b/rest-api-spec/src/main/resources/rest-api-spec/api/indices.get_index_template.json
index fbd03f99d2547..3d10894a787f9 100644
--- a/rest-api-spec/src/main/resources/rest-api-spec/api/indices.get_index_template.json
+++ b/rest-api-spec/src/main/resources/rest-api-spec/api/indices.get_index_template.json
@@ -1,7 +1,7 @@
 {
   "indices.get_index_template":{
     "documentation":{
-      "url":"https://www.elastic.co/guide/en/elasticsearch/reference/master/indices-templates.html",
+      "url":"https://opensearch.org/docs/latest/im-plugin/index-templates",
       "description":"Returns an index template."
     },
     "stability":"experimental",
diff --git a/rest-api-spec/src/main/resources/rest-api-spec/api/indices.get_mapping.json b/rest-api-spec/src/main/resources/rest-api-spec/api/indices.get_mapping.json
index 321bfaba4f941..5f401872c98c4 100644
--- a/rest-api-spec/src/main/resources/rest-api-spec/api/indices.get_mapping.json
+++ b/rest-api-spec/src/main/resources/rest-api-spec/api/indices.get_mapping.json
@@ -1,7 +1,7 @@
 {
   "indices.get_mapping":{
     "documentation":{
-      "url":"https://www.elastic.co/guide/en/elasticsearch/reference/master/indices-get-mapping.html",
+      "url":"https://opensearch.org/docs/latest/api-reference/index-apis/put-mapping/",
       "description":"Returns mappings for one or more indices."
     },
     "stability":"stable",
diff --git a/rest-api-spec/src/main/resources/rest-api-spec/api/indices.get_settings.json b/rest-api-spec/src/main/resources/rest-api-spec/api/indices.get_settings.json
index 1bdaea01f87bf..b3db1ca1cbf90 100644
--- a/rest-api-spec/src/main/resources/rest-api-spec/api/indices.get_settings.json
+++ b/rest-api-spec/src/main/resources/rest-api-spec/api/indices.get_settings.json
@@ -1,7 +1,7 @@
 {
   "indices.get_settings":{
     "documentation":{
-      "url":"https://www.elastic.co/guide/en/elasticsearch/reference/master/indices-get-settings.html",
+      "url":"https://opensearch.org/docs/latest/api-reference/index-apis/get-settings/",
       "description":"Returns settings for one or more indices."
     },
     "stability":"stable",
diff --git a/rest-api-spec/src/main/resources/rest-api-spec/api/indices.get_template.json b/rest-api-spec/src/main/resources/rest-api-spec/api/indices.get_template.json
index 52aeb17913db4..7df19812f9d6b 100644
--- a/rest-api-spec/src/main/resources/rest-api-spec/api/indices.get_template.json
+++ b/rest-api-spec/src/main/resources/rest-api-spec/api/indices.get_template.json
@@ -1,7 +1,7 @@
 {
   "indices.get_template":{
     "documentation":{
-      "url":"https://www.elastic.co/guide/en/elasticsearch/reference/master/indices-templates.html",
+      "url":"https://opensearch.org/docs/latest/im-plugin/index-templates",
       "description":"Returns an index template."
     },
     "stability":"stable",
diff --git a/rest-api-spec/src/main/resources/rest-api-spec/api/indices.open.json b/rest-api-spec/src/main/resources/rest-api-spec/api/indices.open.json
index f44fb04102a7f..e7fe207a254f6 100644
--- a/rest-api-spec/src/main/resources/rest-api-spec/api/indices.open.json
+++ b/rest-api-spec/src/main/resources/rest-api-spec/api/indices.open.json
@@ -1,7 +1,7 @@
 {
   "indices.open":{
     "documentation":{
-      "url":"https://www.elastic.co/guide/en/elasticsearch/reference/master/indices-open-close.html",
+      "url":"https://opensearch.org/docs/latest/api-reference/index-apis/open-index/",
       "description":"Opens an index."
     },
     "stability":"stable",
diff --git a/rest-api-spec/src/main/resources/rest-api-spec/api/indices.put_alias.json b/rest-api-spec/src/main/resources/rest-api-spec/api/indices.put_alias.json
index 00767afbaec04..c3ccd25da9f86 100644
--- a/rest-api-spec/src/main/resources/rest-api-spec/api/indices.put_alias.json
+++ b/rest-api-spec/src/main/resources/rest-api-spec/api/indices.put_alias.json
@@ -1,7 +1,7 @@
 {
   "indices.put_alias":{
     "documentation":{
-      "url":"https://www.elastic.co/guide/en/elasticsearch/reference/master/indices-aliases.html",
+      "url":"https://opensearch.org/docs/latest/api-reference/index-apis/alias/",
       "description":"Creates or updates an alias."
     },
     "stability":"stable",
diff --git a/rest-api-spec/src/main/resources/rest-api-spec/api/indices.put_index_template.json b/rest-api-spec/src/main/resources/rest-api-spec/api/indices.put_index_template.json
index a2ceb259a4376..439f96943db04 100644
--- a/rest-api-spec/src/main/resources/rest-api-spec/api/indices.put_index_template.json
+++ b/rest-api-spec/src/main/resources/rest-api-spec/api/indices.put_index_template.json
@@ -1,7 +1,7 @@
 {
   "indices.put_index_template":{
     "documentation":{
-      "url":"https://www.elastic.co/guide/en/elasticsearch/reference/master/indices-templates.html",
+      "url":"https://opensearch.org/docs/latest/im-plugin/index-templates",
       "description":"Creates or updates an index template."
     },
     "stability":"experimental",
diff --git a/rest-api-spec/src/main/resources/rest-api-spec/api/indices.put_mapping.json b/rest-api-spec/src/main/resources/rest-api-spec/api/indices.put_mapping.json
index c8b63d4e1cee1..2db333dc1e8ef 100644
--- a/rest-api-spec/src/main/resources/rest-api-spec/api/indices.put_mapping.json
+++ b/rest-api-spec/src/main/resources/rest-api-spec/api/indices.put_mapping.json
@@ -1,7 +1,7 @@
 {
   "indices.put_mapping":{
     "documentation":{
-      "url":"https://www.elastic.co/guide/en/elasticsearch/reference/master/indices-put-mapping.html",
+      "url":"https://opensearch.org/docs/latest/api-reference/index-apis/put-mapping/",
       "description":"Updates the index mappings."
     },
     "stability":"stable",
diff --git a/rest-api-spec/src/main/resources/rest-api-spec/api/indices.put_template.json b/rest-api-spec/src/main/resources/rest-api-spec/api/indices.put_template.json
index 3b1c230178bb8..bdedd5519076d 100644
--- a/rest-api-spec/src/main/resources/rest-api-spec/api/indices.put_template.json
+++ b/rest-api-spec/src/main/resources/rest-api-spec/api/indices.put_template.json
@@ -1,7 +1,7 @@
 {
   "indices.put_template":{
     "documentation":{
-      "url":"https://www.elastic.co/guide/en/elasticsearch/reference/master/indices-templates.html",
+      "url":"https://opensearch.org/docs/latest/im-plugin/index-templates",
       "description":"Creates or updates an index template."
     },
     "stability":"stable",
diff --git a/rest-api-spec/src/main/resources/rest-api-spec/api/indices.shrink.json b/rest-api-spec/src/main/resources/rest-api-spec/api/indices.shrink.json
index a20014a1444ec..941ea1127954d 100644
--- a/rest-api-spec/src/main/resources/rest-api-spec/api/indices.shrink.json
+++ b/rest-api-spec/src/main/resources/rest-api-spec/api/indices.shrink.json
@@ -1,7 +1,7 @@
 {
   "indices.shrink":{
     "documentation":{
-      "url":"https://www.elastic.co/guide/en/elasticsearch/reference/master/indices-shrink-index.html",
+      "url":"https://opensearch.org/docs/latest/api-reference/index-apis/shrink-index/",
       "description":"Allow to shrink an existing index into a new index with fewer primary shards."
     },
     "stability":"stable",
diff --git a/rest-api-spec/src/main/resources/rest-api-spec/api/indices.simulate_index_template.json b/rest-api-spec/src/main/resources/rest-api-spec/api/indices.simulate_index_template.json
index 0e42ba6028a9f..1ddb4e54d8bbd 100644
--- a/rest-api-spec/src/main/resources/rest-api-spec/api/indices.simulate_index_template.json
+++ b/rest-api-spec/src/main/resources/rest-api-spec/api/indices.simulate_index_template.json
@@ -1,7 +1,7 @@
 {
   "indices.simulate_index_template":{
     "documentation":{
-      "url":"https://www.elastic.co/guide/en/elasticsearch/reference/master/indices-templates.html",
+      "url":"https://opensearch.org/docs/latest/im-plugin/index-templates",
       "description": "Simulate matching the given index name against the index templates in the system"
     },
     "stability":"experimental",
diff --git a/rest-api-spec/src/main/resources/rest-api-spec/api/indices.simulate_template.json b/rest-api-spec/src/main/resources/rest-api-spec/api/indices.simulate_template.json
index 65b555082c3b1..04a33fe62e1ec 100644
--- a/rest-api-spec/src/main/resources/rest-api-spec/api/indices.simulate_template.json
+++ b/rest-api-spec/src/main/resources/rest-api-spec/api/indices.simulate_template.json
@@ -1,7 +1,7 @@
 {
   "indices.simulate_template":{
     "documentation":{
-      "url":"https://www.elastic.co/guide/en/elasticsearch/reference/master/indices-templates.html",
+      "url":"https://opensearch.org/docs/latest/im-plugin/index-templates",
       "description": "Simulate resolving the given template name or body"
     },
     "stability":"experimental",
diff --git a/rest-api-spec/src/main/resources/rest-api-spec/api/indices.split.json b/rest-api-spec/src/main/resources/rest-api-spec/api/indices.split.json
index d399bf9dbdb8a..af041f426b644 100644
--- a/rest-api-spec/src/main/resources/rest-api-spec/api/indices.split.json
+++ b/rest-api-spec/src/main/resources/rest-api-spec/api/indices.split.json
@@ -1,7 +1,7 @@
 {
   "indices.split":{
     "documentation":{
-      "url":"https://www.elastic.co/guide/en/elasticsearch/reference/master/indices-split-index.html",
+      "url":"https://opensearch.org/docs/latest/api-reference/index-apis/split/",
       "description":"Allows you to split an existing index into a new index with more primary shards."
     },
     "stability":"stable",
diff --git a/rest-api-spec/src/main/resources/rest-api-spec/api/indices.stats.json b/rest-api-spec/src/main/resources/rest-api-spec/api/indices.stats.json
index 382bb9efde0ff..71ce6dbd443f0 100644
--- a/rest-api-spec/src/main/resources/rest-api-spec/api/indices.stats.json
+++ b/rest-api-spec/src/main/resources/rest-api-spec/api/indices.stats.json
@@ -1,7 +1,7 @@
 {
   "indices.stats":{
     "documentation":{
-      "url":"https://www.elastic.co/guide/en/elasticsearch/reference/master/indices-stats.html",
+      "url":"https://opensearch.org/docs/latest/api-reference/index-apis/stats/",
       "description":"Provides statistics on operations happening in an index."
     },
     "stability":"stable",
diff --git a/rest-api-spec/src/main/resources/rest-api-spec/api/indices.update_aliases.json b/rest-api-spec/src/main/resources/rest-api-spec/api/indices.update_aliases.json
index c31cb8fe59c0f..467cc444b6e53 100644
--- a/rest-api-spec/src/main/resources/rest-api-spec/api/indices.update_aliases.json
+++ b/rest-api-spec/src/main/resources/rest-api-spec/api/indices.update_aliases.json
@@ -1,7 +1,7 @@
 {
   "indices.update_aliases":{
     "documentation":{
-      "url":"https://www.elastic.co/guide/en/elasticsearch/reference/master/indices-aliases.html",
+      "url":"https://opensearch.org/docs/latest/api-reference/index-apis/alias/",
       "description":"Updates index aliases."
     },
     "stability":"stable",
diff --git a/rest-api-spec/src/main/resources/rest-api-spec/api/ingest.delete_pipeline.json b/rest-api-spec/src/main/resources/rest-api-spec/api/ingest.delete_pipeline.json
index 3e40136f556fa..2e615ece82c64 100644
--- a/rest-api-spec/src/main/resources/rest-api-spec/api/ingest.delete_pipeline.json
+++ b/rest-api-spec/src/main/resources/rest-api-spec/api/ingest.delete_pipeline.json
@@ -1,7 +1,7 @@
 {
   "ingest.delete_pipeline":{
     "documentation":{
-      "url":"https://www.elastic.co/guide/en/elasticsearch/reference/master/delete-pipeline-api.html",
+      "url":"https://opensearch.org/docs/latest/ingest-pipelines/delete-ingest/",
       "description":"Deletes a pipeline."
     },
     "stability":"stable",
diff --git a/rest-api-spec/src/main/resources/rest-api-spec/api/ingest.get_pipeline.json b/rest-api-spec/src/main/resources/rest-api-spec/api/ingest.get_pipeline.json
index cde980e67c8c9..498aac4ca5a4a 100644
--- a/rest-api-spec/src/main/resources/rest-api-spec/api/ingest.get_pipeline.json
+++ b/rest-api-spec/src/main/resources/rest-api-spec/api/ingest.get_pipeline.json
@@ -1,7 +1,7 @@
 {
   "ingest.get_pipeline":{
     "documentation":{
-      "url":"https://www.elastic.co/guide/en/elasticsearch/reference/master/get-pipeline-api.html",
+      "url":"https://opensearch.org/docs/latest/ingest-pipelines/get-ingest/",
       "description":"Returns a pipeline."
     },
     "stability":"stable",
diff --git a/rest-api-spec/src/main/resources/rest-api-spec/api/ingest.put_pipeline.json b/rest-api-spec/src/main/resources/rest-api-spec/api/ingest.put_pipeline.json
index 5475905e7b99f..0043a32a55310 100644
--- a/rest-api-spec/src/main/resources/rest-api-spec/api/ingest.put_pipeline.json
+++ b/rest-api-spec/src/main/resources/rest-api-spec/api/ingest.put_pipeline.json
@@ -1,7 +1,7 @@
 {
   "ingest.put_pipeline":{
     "documentation":{
-      "url":"https://www.elastic.co/guide/en/elasticsearch/reference/master/put-pipeline-api.html",
+      "url":"https://opensearch.org/docs/latest/ingest-pipelines/create-ingest/",
       "description":"Creates or updates a pipeline."
     },
     "stability":"stable",
diff --git a/rest-api-spec/src/main/resources/rest-api-spec/api/ingest.simulate.json b/rest-api-spec/src/main/resources/rest-api-spec/api/ingest.simulate.json
index 8122f7a0ffa19..6f6b153195255 100644
--- a/rest-api-spec/src/main/resources/rest-api-spec/api/ingest.simulate.json
+++ b/rest-api-spec/src/main/resources/rest-api-spec/api/ingest.simulate.json
@@ -1,7 +1,7 @@
 {
   "ingest.simulate":{
     "documentation":{
-      "url":"https://www.elastic.co/guide/en/elasticsearch/reference/master/simulate-pipeline-api.html",
+      "url":"https://opensearch.org/docs/latest/ingest-pipelines/simulate-ingest/",
       "description":"Allows to simulate a pipeline with example documents."
     },
     "stability":"stable",
diff --git a/rest-api-spec/src/main/resources/rest-api-spec/api/msearch.json b/rest-api-spec/src/main/resources/rest-api-spec/api/msearch.json
index 3a3a6ebe1bff5..e4b1c2a798a41 100644
--- a/rest-api-spec/src/main/resources/rest-api-spec/api/msearch.json
+++ b/rest-api-spec/src/main/resources/rest-api-spec/api/msearch.json
@@ -1,7 +1,7 @@
 {
   "msearch":{
     "documentation":{
-      "url":"https://www.elastic.co/guide/en/elasticsearch/reference/master/search-multi-search.html",
+      "url":"https://opensearch.org/docs/latest/api-reference/multi-search/",
       "description":"Allows to execute several search operations in one request."
     },
     "stability":"stable",
diff --git a/rest-api-spec/src/main/resources/rest-api-spec/api/msearch_template.json b/rest-api-spec/src/main/resources/rest-api-spec/api/msearch_template.json
index 7ac194f91bf56..42aa8a23b1510 100644
--- a/rest-api-spec/src/main/resources/rest-api-spec/api/msearch_template.json
+++ b/rest-api-spec/src/main/resources/rest-api-spec/api/msearch_template.json
@@ -1,7 +1,7 @@
 {
   "msearch_template":{
     "documentation":{
-      "url":"https://www.elastic.co/guide/en/elasticsearch/reference/current/search-multi-search.html",
+      "url":"https://opensearch.org/docs/latest/api-reference/search-template/",
       "description":"Allows to execute several search template operations in one request."
     },
     "stability":"stable",
diff --git a/rest-api-spec/src/main/resources/rest-api-spec/api/nodes.hot_threads.json b/rest-api-spec/src/main/resources/rest-api-spec/api/nodes.hot_threads.json
index 0830344dc4ad4..bbbe79b2693c2 100644
--- a/rest-api-spec/src/main/resources/rest-api-spec/api/nodes.hot_threads.json
+++ b/rest-api-spec/src/main/resources/rest-api-spec/api/nodes.hot_threads.json
@@ -1,7 +1,7 @@
 {
   "nodes.hot_threads":{
     "documentation":{
-      "url":"https://www.elastic.co/guide/en/elasticsearch/reference/master/cluster-nodes-hot-threads.html",
+      "url":"https://opensearch.org/docs/latest/api-reference/nodes-apis/nodes-hot-threads/",
       "description":"Returns information about hot threads on each node in the cluster."
     },
     "stability":"stable",
diff --git a/rest-api-spec/src/main/resources/rest-api-spec/api/nodes.info.json b/rest-api-spec/src/main/resources/rest-api-spec/api/nodes.info.json
index 37279edd3106f..4dce8ec54635a 100644
--- a/rest-api-spec/src/main/resources/rest-api-spec/api/nodes.info.json
+++ b/rest-api-spec/src/main/resources/rest-api-spec/api/nodes.info.json
@@ -1,7 +1,7 @@
 {
   "nodes.info":{
     "documentation":{
-      "url":"https://www.elastic.co/guide/en/elasticsearch/reference/master/cluster-nodes-info.html",
+      "url":"https://opensearch.org/docs/latest/api-reference/nodes-apis/nodes-info/",
       "description":"Returns information about nodes in the cluster."
     },
     "stability":"stable",
diff --git a/rest-api-spec/src/main/resources/rest-api-spec/api/nodes.reload_secure_settings.json b/rest-api-spec/src/main/resources/rest-api-spec/api/nodes.reload_secure_settings.json
index 25dc72b6cc037..6ecbf96c1925b 100644
--- a/rest-api-spec/src/main/resources/rest-api-spec/api/nodes.reload_secure_settings.json
+++ b/rest-api-spec/src/main/resources/rest-api-spec/api/nodes.reload_secure_settings.json
@@ -1,7 +1,7 @@
 {
   "nodes.reload_secure_settings":{
     "documentation":{
-      "url":"https://www.elastic.co/guide/en/elasticsearch/reference/master/secure-settings.html#reloadable-secure-settings",
+      "url":"https://opensearch.org/docs/latest/api-reference/nodes-apis/nodes-reload-secure/",
       "description":"Reloads secure settings."
     },
     "stability":"stable",
diff --git a/rest-api-spec/src/main/resources/rest-api-spec/api/nodes.stats.json b/rest-api-spec/src/main/resources/rest-api-spec/api/nodes.stats.json
index cc1a9e8185093..a23b2e5428fb6 100644
--- a/rest-api-spec/src/main/resources/rest-api-spec/api/nodes.stats.json
+++ b/rest-api-spec/src/main/resources/rest-api-spec/api/nodes.stats.json
@@ -1,7 +1,7 @@
 {
   "nodes.stats":{
     "documentation":{
-      "url":"https://www.elastic.co/guide/en/elasticsearch/reference/master/cluster-nodes-stats.html",
+      "url":"https://opensearch.org/docs/latest/api-reference/nodes-apis/nodes-stats/",
       "description":"Returns statistical information about nodes in the cluster."
     },
     "stability":"stable",
diff --git a/rest-api-spec/src/main/resources/rest-api-spec/api/nodes.usage.json b/rest-api-spec/src/main/resources/rest-api-spec/api/nodes.usage.json
index 5acbf7a51116c..e23011ce432a8 100644
--- a/rest-api-spec/src/main/resources/rest-api-spec/api/nodes.usage.json
+++ b/rest-api-spec/src/main/resources/rest-api-spec/api/nodes.usage.json
@@ -1,7 +1,7 @@
 {
   "nodes.usage":{
     "documentation":{
-      "url":"https://www.elastic.co/guide/en/elasticsearch/reference/master/cluster-nodes-usage.html",
+      "url":"https://opensearch.org/docs/latest/api-reference/nodes-apis/nodes-usage/",
       "description":"Returns low-level information about REST actions usage on nodes."
     },
     "stability":"stable",
diff --git a/rest-api-spec/src/main/resources/rest-api-spec/api/put_script.json b/rest-api-spec/src/main/resources/rest-api-spec/api/put_script.json
index c8413d1476402..1c13ea41e3470 100644
--- a/rest-api-spec/src/main/resources/rest-api-spec/api/put_script.json
+++ b/rest-api-spec/src/main/resources/rest-api-spec/api/put_script.json
@@ -1,7 +1,7 @@
 {
   "put_script":{
     "documentation":{
-      "url":"https://www.elastic.co/guide/en/elasticsearch/reference/master/modules-scripting.html",
+      "url":"https://opensearch.org/docs/latest/api-reference/nodes-apis/nodes-usage/",
       "description":"Creates or updates a script."
     },
     "stability":"stable",
diff --git a/rest-api-spec/src/main/resources/rest-api-spec/api/rank_eval.json b/rest-api-spec/src/main/resources/rest-api-spec/api/rank_eval.json
index eadf240192394..04d337a45ec3e 100644
--- a/rest-api-spec/src/main/resources/rest-api-spec/api/rank_eval.json
+++ b/rest-api-spec/src/main/resources/rest-api-spec/api/rank_eval.json
@@ -1,7 +1,7 @@
 {
   "rank_eval":{
     "documentation":{
-      "url":"https://www.elastic.co/guide/en/elasticsearch/reference/master/search-rank-eval.html",
+      "url":"https://opensearch.org/docs/latest/api-reference/rank-eval/",
       "description":"Allows to evaluate the quality of ranked search results over a set of typical search queries"
     },
     "stability":"experimental",
diff --git a/rest-api-spec/src/main/resources/rest-api-spec/api/reindex.json b/rest-api-spec/src/main/resources/rest-api-spec/api/reindex.json
index 2fbaf86cab616..e2cb76d9ab8ca 100644
--- a/rest-api-spec/src/main/resources/rest-api-spec/api/reindex.json
+++ b/rest-api-spec/src/main/resources/rest-api-spec/api/reindex.json
@@ -1,7 +1,7 @@
 {
   "reindex":{
     "documentation":{
-      "url":"https://www.elastic.co/guide/en/elasticsearch/reference/master/docs-reindex.html",
+      "url":"https://opensearch.org/docs/latest/im-plugin/reindex-data/",
       "description":"Allows to copy documents from one index to another, optionally filtering the source\ndocuments by a query, changing the destination index settings, or fetching the\ndocuments from a remote cluster."
     },
     "stability":"stable",
diff --git a/rest-api-spec/src/main/resources/rest-api-spec/api/reindex_rethrottle.json b/rest-api-spec/src/main/resources/rest-api-spec/api/reindex_rethrottle.json
index d91365b3c49a5..eafd1122f21c2 100644
--- a/rest-api-spec/src/main/resources/rest-api-spec/api/reindex_rethrottle.json
+++ b/rest-api-spec/src/main/resources/rest-api-spec/api/reindex_rethrottle.json
@@ -1,7 +1,7 @@
 {
   "reindex_rethrottle":{
     "documentation":{
-      "url":"https://www.elastic.co/guide/en/elasticsearch/reference/master/docs-reindex.html",
+      "url":"https://opensearch.org/docs/latest/im-plugin/reindex-data/",
       "description":"Changes the number of requests per second for a particular Reindex operation."
     },
     "stability":"stable",
diff --git a/rest-api-spec/src/main/resources/rest-api-spec/api/remote_store.restore.json b/rest-api-spec/src/main/resources/rest-api-spec/api/remote_store.restore.json
index 6af49f75b9f6e..4d8efb9411bff 100644
--- a/rest-api-spec/src/main/resources/rest-api-spec/api/remote_store.restore.json
+++ b/rest-api-spec/src/main/resources/rest-api-spec/api/remote_store.restore.json
@@ -1,7 +1,7 @@
 {
   "remote_store.restore":{
     "documentation":{
-      "url": "https://opensearch.org/docs/latest/opensearch/rest-api/remote-store#restore",
+      "url": "https://opensearch.org/docs/latest/tuning-your-cluster/availability-and-recovery/remote-store/index/#restoring-from-a-backup",
       "description":"Restores from remote store."
     },
     "stability":"experimental",
diff --git a/rest-api-spec/src/main/resources/rest-api-spec/api/remote_store.stats.json b/rest-api-spec/src/main/resources/rest-api-spec/api/remote_store.stats.json
index 437a4439bbcb5..5b456ca35d77a 100644
--- a/rest-api-spec/src/main/resources/rest-api-spec/api/remote_store.stats.json
+++ b/rest-api-spec/src/main/resources/rest-api-spec/api/remote_store.stats.json
@@ -1,7 +1,7 @@
 {
   "remote_store.stats":{
     "documentation":{
-      "url": "https://opensearch.org/docs/latest/tuning-your-cluster/availability-and-recovery/remote",
+      "url": "https://opensearch.org/docs/latest/tuning-your-cluster/availability-and-recovery/remote-store/remote-store-stats-api/",
       "description":"Stats for remote store."
     },
     "stability":"experimental",
diff --git a/rest-api-spec/src/main/resources/rest-api-spec/api/render_search_template.json b/rest-api-spec/src/main/resources/rest-api-spec/api/render_search_template.json
index c2c474edd9853..a16839aa83a7d 100644
--- a/rest-api-spec/src/main/resources/rest-api-spec/api/render_search_template.json
+++ b/rest-api-spec/src/main/resources/rest-api-spec/api/render_search_template.json
@@ -1,7 +1,7 @@
 {
   "render_search_template":{
     "documentation":{
-      "url":"https://www.elastic.co/guide/en/elasticsearch/reference/current/search-template.html#_validating_templates",
+      "url":"https://opensearch.org/docs/latest/api-reference/search-template/",
       "description":"Allows to use the Mustache language to pre-render a search definition."
     },
     "stability":"stable",
diff --git a/rest-api-spec/src/main/resources/rest-api-spec/api/scripts_painless_execute.json b/rest-api-spec/src/main/resources/rest-api-spec/api/scripts_painless_execute.json
index 9f761fb452ba1..168620c0d1f3c 100644
--- a/rest-api-spec/src/main/resources/rest-api-spec/api/scripts_painless_execute.json
+++ b/rest-api-spec/src/main/resources/rest-api-spec/api/scripts_painless_execute.json
@@ -1,7 +1,7 @@
 {
   "scripts_painless_execute":{
     "documentation":{
-      "url":"https://www.elastic.co/guide/en/elasticsearch/painless/master/painless-execute-api.html",
+      "url":"https://opensearch.org/docs/latest/api-reference/script-apis/exec-stored-script/",
       "description":"Allows an arbitrary script to be executed and a result to be returned"
     },
     "stability":"experimental",
diff --git a/rest-api-spec/src/main/resources/rest-api-spec/api/scroll.json b/rest-api-spec/src/main/resources/rest-api-spec/api/scroll.json
index ea0cbe2675325..3a4987ff2f6f4 100644
--- a/rest-api-spec/src/main/resources/rest-api-spec/api/scroll.json
+++ b/rest-api-spec/src/main/resources/rest-api-spec/api/scroll.json
@@ -1,7 +1,7 @@
 {
   "scroll":{
     "documentation":{
-      "url":"https://www.elastic.co/guide/en/elasticsearch/reference/master/search-request-body.html#request-body-search-scroll",
+      "url":"https://opensearch.org/docs/latest/api-reference/scroll/",
       "description":"Allows to retrieve a large numbers of results from a single search request."
     },
     "stability":"stable",
diff --git a/rest-api-spec/src/main/resources/rest-api-spec/api/search.json b/rest-api-spec/src/main/resources/rest-api-spec/api/search.json
index e78d49a67a98a..01120eb07250d 100644
--- a/rest-api-spec/src/main/resources/rest-api-spec/api/search.json
+++ b/rest-api-spec/src/main/resources/rest-api-spec/api/search.json
@@ -1,7 +1,7 @@
 {
   "search":{
     "documentation":{
-      "url":"https://www.elastic.co/guide/en/elasticsearch/reference/master/search-search.html",
+      "url":"https://opensearch.org/docs/latest/api-reference/search/",
       "description":"Returns results matching a query."
     },
     "stability":"stable",
diff --git a/rest-api-spec/src/main/resources/rest-api-spec/api/search_pipeline.delete.json b/rest-api-spec/src/main/resources/rest-api-spec/api/search_pipeline.delete.json
index 1fa7060b974dc..260bf482822cc 100644
--- a/rest-api-spec/src/main/resources/rest-api-spec/api/search_pipeline.delete.json
+++ b/rest-api-spec/src/main/resources/rest-api-spec/api/search_pipeline.delete.json
@@ -2,7 +2,7 @@
   "search_pipeline.delete": {
     "documentation": {
       "description": "Deletes a search pipeline.",
-      "url": "https://opensearch.org/docs/latest/opensearch/rest-api/search_pipelines/"
+      "url": "https://opensearch.org/docs/latest/search-plugins/search-pipelines/index/"
     },
     "stability": "stable",
     "url": {
diff --git a/rest-api-spec/src/main/resources/rest-api-spec/api/search_pipeline.get.json b/rest-api-spec/src/main/resources/rest-api-spec/api/search_pipeline.get.json
index 7cac6e7aa4bcf..05aec5d5de860 100644
--- a/rest-api-spec/src/main/resources/rest-api-spec/api/search_pipeline.get.json
+++ b/rest-api-spec/src/main/resources/rest-api-spec/api/search_pipeline.get.json
@@ -2,7 +2,7 @@
   "search_pipeline.get": {
     "documentation": {
       "description": "Returns a search pipeline",
-      "url": "https://opensearch.org/docs/latest/opensearch/rest-api/search_pipelines/"
+      "url": "https://opensearch.org/docs/latest/search-plugins/search-pipelines/retrieving-search-pipeline/"
     },
     "stability": "stable",
     "url": {
diff --git a/rest-api-spec/src/main/resources/rest-api-spec/api/search_pipeline.put.json b/rest-api-spec/src/main/resources/rest-api-spec/api/search_pipeline.put.json
index b7375d36825a2..90d4baea4ecf2 100644
--- a/rest-api-spec/src/main/resources/rest-api-spec/api/search_pipeline.put.json
+++ b/rest-api-spec/src/main/resources/rest-api-spec/api/search_pipeline.put.json
@@ -2,7 +2,7 @@
   "search_pipeline.put": {
     "documentation": {
       "description": "Creates or updates a search pipeline.",
-      "url": "https://opensearch.org/docs/latest/opensearch/rest-api/search_pipelines/"
+      "url": "https://opensearch.org/docs/latest/search-plugins/search-pipelines/creating-search-pipeline/"
     },
     "stability": "stable",
     "url": {
diff --git a/rest-api-spec/src/main/resources/rest-api-spec/api/search_template.json b/rest-api-spec/src/main/resources/rest-api-spec/api/search_template.json
index 4230b660523b8..00fa06bb96c7e 100644
--- a/rest-api-spec/src/main/resources/rest-api-spec/api/search_template.json
+++ b/rest-api-spec/src/main/resources/rest-api-spec/api/search_template.json
@@ -1,7 +1,7 @@
 {
   "search_template":{
     "documentation":{
-      "url":"https://www.elastic.co/guide/en/elasticsearch/reference/current/search-template.html",
+      "url":"https://opensearch.org/docs/latest/api-reference/search-template/",
       "description":"Allows to use the Mustache language to pre-render a search definition."
     },
     "stability":"stable",
diff --git a/rest-api-spec/src/main/resources/rest-api-spec/api/snapshot.cleanup_repository.json b/rest-api-spec/src/main/resources/rest-api-spec/api/snapshot.cleanup_repository.json
index 05eb3309b11e6..826660ce58dea 100644
--- a/rest-api-spec/src/main/resources/rest-api-spec/api/snapshot.cleanup_repository.json
+++ b/rest-api-spec/src/main/resources/rest-api-spec/api/snapshot.cleanup_repository.json
@@ -1,7 +1,7 @@
 {
   "snapshot.cleanup_repository": {
     "documentation": {
-      "url": "https://www.elastic.co/guide/en/elasticsearch/reference/master/clean-up-snapshot-repo-api.html",
+      "url": "https://opensearch.org/docs/latest/api-reference/snapshots/index/",
       "description": "Removes stale data from repository."
     },
     "stability": "stable",
diff --git a/rest-api-spec/src/main/resources/rest-api-spec/api/snapshot.clone.json b/rest-api-spec/src/main/resources/rest-api-spec/api/snapshot.clone.json
index c79460fc30a48..ae83d9fa6497a 100644
--- a/rest-api-spec/src/main/resources/rest-api-spec/api/snapshot.clone.json
+++ b/rest-api-spec/src/main/resources/rest-api-spec/api/snapshot.clone.json
@@ -1,7 +1,7 @@
 {
   "snapshot.clone":{
     "documentation":{
-      "url":"https://www.elastic.co/guide/en/elasticsearch/reference/master/modules-snapshots.html",
+      "url":"https://opensearch.org/docs/latest/api-reference/snapshots/index/",
       "description":"Clones indices from one snapshot into another snapshot in the same repository."
     },
     "stability":"stable",
diff --git a/rest-api-spec/src/main/resources/rest-api-spec/api/snapshot.create.json b/rest-api-spec/src/main/resources/rest-api-spec/api/snapshot.create.json
index 64aaeaef9d897..9b4abd1b41a93 100644
--- a/rest-api-spec/src/main/resources/rest-api-spec/api/snapshot.create.json
+++ b/rest-api-spec/src/main/resources/rest-api-spec/api/snapshot.create.json
@@ -1,7 +1,7 @@
 {
   "snapshot.create":{
     "documentation":{
-      "url":"https://www.elastic.co/guide/en/elasticsearch/reference/master/modules-snapshots.html",
+      "url":"https://opensearch.org/docs/latest/api-reference/snapshots/create-snapshot/",
       "description":"Creates a snapshot in a repository."
     },
     "stability":"stable",
diff --git a/rest-api-spec/src/main/resources/rest-api-spec/api/snapshot.create_repository.json b/rest-api-spec/src/main/resources/rest-api-spec/api/snapshot.create_repository.json
index 4965162bcd86c..02f7350495cfc 100644
--- a/rest-api-spec/src/main/resources/rest-api-spec/api/snapshot.create_repository.json
+++ b/rest-api-spec/src/main/resources/rest-api-spec/api/snapshot.create_repository.json
@@ -1,7 +1,7 @@
 {
   "snapshot.create_repository":{
     "documentation":{
-      "url":"https://www.elastic.co/guide/en/elasticsearch/reference/master/modules-snapshots.html",
+      "url":"https://opensearch.org/docs/latest/api-reference/snapshots/create-repository/",
       "description":"Creates a repository."
     },
     "stability":"stable",
diff --git a/rest-api-spec/src/main/resources/rest-api-spec/api/snapshot.delete.json b/rest-api-spec/src/main/resources/rest-api-spec/api/snapshot.delete.json
index 2e21a08219942..205872dfa95ea 100644
--- a/rest-api-spec/src/main/resources/rest-api-spec/api/snapshot.delete.json
+++ b/rest-api-spec/src/main/resources/rest-api-spec/api/snapshot.delete.json
@@ -1,7 +1,7 @@
 {
   "snapshot.delete":{
     "documentation":{
-      "url":"https://www.elastic.co/guide/en/elasticsearch/reference/master/modules-snapshots.html",
+      "url":"https://opensearch.org/docs/latest/api-reference/snapshots/delete-snapshot/",
       "description":"Deletes a snapshot."
     },
     "stability":"stable",
diff --git a/rest-api-spec/src/main/resources/rest-api-spec/api/snapshot.delete_repository.json b/rest-api-spec/src/main/resources/rest-api-spec/api/snapshot.delete_repository.json
index 3fc22f969784c..61a8c2b5f8086 100644
--- a/rest-api-spec/src/main/resources/rest-api-spec/api/snapshot.delete_repository.json
+++ b/rest-api-spec/src/main/resources/rest-api-spec/api/snapshot.delete_repository.json
@@ -1,7 +1,7 @@
 {
   "snapshot.delete_repository":{
     "documentation":{
-      "url":"https://www.elastic.co/guide/en/elasticsearch/reference/master/modules-snapshots.html",
+      "url":"https://opensearch.org/docs/latest/api-reference/snapshots/delete-snapshot-repository/",
       "description":"Deletes a repository."
     },
     "stability":"stable",
diff --git a/rest-api-spec/src/main/resources/rest-api-spec/api/snapshot.get.json b/rest-api-spec/src/main/resources/rest-api-spec/api/snapshot.get.json
index e084a997a61b1..41b7d728da63f 100644
--- a/rest-api-spec/src/main/resources/rest-api-spec/api/snapshot.get.json
+++ b/rest-api-spec/src/main/resources/rest-api-spec/api/snapshot.get.json
@@ -1,7 +1,7 @@
 {
   "snapshot.get":{
     "documentation":{
-      "url":"https://www.elastic.co/guide/en/elasticsearch/reference/master/modules-snapshots.html",
+      "url":"https://opensearch.org/docs/latest/api-reference/snapshots/get-snapshot/",
       "description":"Returns information about a snapshot."
     },
     "stability":"stable",
diff --git a/rest-api-spec/src/main/resources/rest-api-spec/api/snapshot.get_repository.json b/rest-api-spec/src/main/resources/rest-api-spec/api/snapshot.get_repository.json
index cf03bab18c03f..dc3e4a91d2a77 100644
--- a/rest-api-spec/src/main/resources/rest-api-spec/api/snapshot.get_repository.json
+++ b/rest-api-spec/src/main/resources/rest-api-spec/api/snapshot.get_repository.json
@@ -1,7 +1,7 @@
 {
   "snapshot.get_repository":{
     "documentation":{
-      "url":"https://www.elastic.co/guide/en/elasticsearch/reference/master/modules-snapshots.html",
+      "url":"https://opensearch.org/docs/latest/api-reference/snapshots/get-snapshot-repository/",
       "description":"Returns information about a repository."
     },
     "stability":"stable",
diff --git a/rest-api-spec/src/main/resources/rest-api-spec/api/snapshot.restore.json b/rest-api-spec/src/main/resources/rest-api-spec/api/snapshot.restore.json
index 07148c7d261f4..401f612a33203 100644
--- a/rest-api-spec/src/main/resources/rest-api-spec/api/snapshot.restore.json
+++ b/rest-api-spec/src/main/resources/rest-api-spec/api/snapshot.restore.json
@@ -1,7 +1,7 @@
 {
   "snapshot.restore":{
     "documentation":{
-      "url":"https://www.elastic.co/guide/en/elasticsearch/reference/master/modules-snapshots.html",
+      "url":"https://opensearch.org/docs/latest/api-reference/snapshots/restore-snapshot/",
       "description":"Restores a snapshot."
     },
     "stability":"stable",
diff --git a/rest-api-spec/src/main/resources/rest-api-spec/api/snapshot.status.json b/rest-api-spec/src/main/resources/rest-api-spec/api/snapshot.status.json
index 4f22c24fd9a56..1ac6042941013 100644
--- a/rest-api-spec/src/main/resources/rest-api-spec/api/snapshot.status.json
+++ b/rest-api-spec/src/main/resources/rest-api-spec/api/snapshot.status.json
@@ -1,7 +1,7 @@
 {
   "snapshot.status":{
     "documentation":{
-      "url":"https://www.elastic.co/guide/en/elasticsearch/reference/master/modules-snapshots.html",
+      "url":"https://opensearch.org/docs/latest/api-reference/snapshots/get-snapshot-status/",
       "description":"Returns information about the status of a snapshot."
     },
     "stability":"stable",
diff --git a/rest-api-spec/src/main/resources/rest-api-spec/api/snapshot.verify_repository.json b/rest-api-spec/src/main/resources/rest-api-spec/api/snapshot.verify_repository.json
index 865eb15d11310..fc0fd400f8bbd 100644
--- a/rest-api-spec/src/main/resources/rest-api-spec/api/snapshot.verify_repository.json
+++ b/rest-api-spec/src/main/resources/rest-api-spec/api/snapshot.verify_repository.json
@@ -1,7 +1,7 @@
 {
   "snapshot.verify_repository":{
     "documentation":{
-      "url":"https://www.elastic.co/guide/en/elasticsearch/reference/master/modules-snapshots.html",
+      "url":"https://opensearch.org/docs/latest/api-reference/snapshots/verify-snapshot-repository/",
       "description":"Verifies a repository."
     },
     "stability":"stable",
diff --git a/rest-api-spec/src/main/resources/rest-api-spec/api/tasks.cancel.json b/rest-api-spec/src/main/resources/rest-api-spec/api/tasks.cancel.json
index 32f90abab60f6..70dc99d7eb2da 100644
--- a/rest-api-spec/src/main/resources/rest-api-spec/api/tasks.cancel.json
+++ b/rest-api-spec/src/main/resources/rest-api-spec/api/tasks.cancel.json
@@ -1,7 +1,7 @@
 {
   "tasks.cancel":{
     "documentation":{
-      "url":"https://www.elastic.co/guide/en/elasticsearch/reference/master/tasks.html",
+      "url":"https://opensearch.org/docs/latest/api-reference/tasks/",
       "description":"Cancels a task, if it can be cancelled through an API."
     },
     "stability":"experimental",
diff --git a/rest-api-spec/src/main/resources/rest-api-spec/api/tasks.get.json b/rest-api-spec/src/main/resources/rest-api-spec/api/tasks.get.json
index 63646ae539de5..d10fe62aa84b8 100644
--- a/rest-api-spec/src/main/resources/rest-api-spec/api/tasks.get.json
+++ b/rest-api-spec/src/main/resources/rest-api-spec/api/tasks.get.json
@@ -1,7 +1,7 @@
 {
   "tasks.get":{
     "documentation":{
-      "url":"https://www.elastic.co/guide/en/elasticsearch/reference/master/tasks.html",
+      "url":"https://opensearch.org/docs/latest/api-reference/tasks/",
       "description":"Returns information about a task."
     },
     "stability":"experimental",
diff --git a/rest-api-spec/src/main/resources/rest-api-spec/api/tasks.list.json b/rest-api-spec/src/main/resources/rest-api-spec/api/tasks.list.json
index 7137114c96bff..20a6cb5f7f7d6 100644
--- a/rest-api-spec/src/main/resources/rest-api-spec/api/tasks.list.json
+++ b/rest-api-spec/src/main/resources/rest-api-spec/api/tasks.list.json
@@ -1,7 +1,7 @@
 {
   "tasks.list":{
     "documentation":{
-      "url":"https://www.elastic.co/guide/en/elasticsearch/reference/master/tasks.html",
+      "url":"https://opensearch.org/docs/latest/api-reference/tasks/",
       "description":"Returns a list of tasks."
     },
     "stability":"experimental",
diff --git a/rest-api-spec/src/main/resources/rest-api-spec/api/update.json b/rest-api-spec/src/main/resources/rest-api-spec/api/update.json
index c8d1ed435756b..131036486e024 100644
--- a/rest-api-spec/src/main/resources/rest-api-spec/api/update.json
+++ b/rest-api-spec/src/main/resources/rest-api-spec/api/update.json
@@ -1,7 +1,7 @@
 {
   "update":{
     "documentation":{
-      "url":"https://www.elastic.co/guide/en/elasticsearch/reference/master/docs-update.html",
+      "url":"https://opensearch.org/docs/latest/api-reference/document-apis/update-document/",
       "description":"Updates a document with a script or partial document."
     },
     "stability":"stable",
diff --git a/rest-api-spec/src/main/resources/rest-api-spec/api/update_by_query.json b/rest-api-spec/src/main/resources/rest-api-spec/api/update_by_query.json
index 71a0c1fc8ad95..7f6cb797da861 100644
--- a/rest-api-spec/src/main/resources/rest-api-spec/api/update_by_query.json
+++ b/rest-api-spec/src/main/resources/rest-api-spec/api/update_by_query.json
@@ -1,7 +1,7 @@
 {
   "update_by_query":{
     "documentation":{
-      "url":"https://www.elastic.co/guide/en/elasticsearch/reference/master/docs-update-by-query.html",
+      "url":"https://opensearch.org/docs/latest/api-reference/document-apis/update-by-query/",
       "description":"Performs an update on every document in the index without changing the source,\nfor example to pick up a mapping change."
     },
     "stability":"stable",
diff --git a/rest-api-spec/src/main/resources/rest-api-spec/api/update_by_query_rethrottle.json b/rest-api-spec/src/main/resources/rest-api-spec/api/update_by_query_rethrottle.json
index bd70f6e1231c9..bc266ed7df68f 100644
--- a/rest-api-spec/src/main/resources/rest-api-spec/api/update_by_query_rethrottle.json
+++ b/rest-api-spec/src/main/resources/rest-api-spec/api/update_by_query_rethrottle.json
@@ -1,7 +1,7 @@
 {
   "update_by_query_rethrottle":{
     "documentation":{
-      "url":"https://www.elastic.co/guide/en/elasticsearch/reference/current/docs-update-by-query.html",
+      "url":"https://opensearch.org/docs/latest/api-reference/document-apis/update-by-query/",
       "description":"Changes the number of requests per second for a particular Update By Query operation."
     },
     "stability":"stable",
diff --git a/server/src/main/java/org/opensearch/action/bulk/BulkRequestParser.java b/server/src/main/java/org/opensearch/action/bulk/BulkRequestParser.java
index 3fadfe5f2cd6a..f705a218fb8e2 100644
--- a/server/src/main/java/org/opensearch/action/bulk/BulkRequestParser.java
+++ b/server/src/main/java/org/opensearch/action/bulk/BulkRequestParser.java
@@ -371,7 +371,7 @@ public void parse(
                         }
                         IndexRequest upsertRequest = updateRequest.upsertRequest();
                         if (upsertRequest != null) {
-                            upsertRequest.setPipeline(defaultPipeline);
+                            upsertRequest.setPipeline(pipeline);
                         }
 
                         updateRequestConsumer.accept(updateRequest);
diff --git a/server/src/main/java/org/opensearch/index/mapper/DerivedFieldValueFetcher.java b/server/src/main/java/org/opensearch/index/mapper/DerivedFieldValueFetcher.java
index f3bf0c613415a..40aa2f9890965 100644
--- a/server/src/main/java/org/opensearch/index/mapper/DerivedFieldValueFetcher.java
+++ b/server/src/main/java/org/opensearch/index/mapper/DerivedFieldValueFetcher.java
@@ -31,8 +31,8 @@ public DerivedFieldValueFetcher(DerivedFieldScript.LeafFactory derivedFieldScrip
     @Override
     public List<Object> fetchValues(SourceLookup lookup) {
         derivedFieldScript.setDocument(lookup.docId());
-        // TODO: remove List.of() when derivedFieldScript.execute() returns list of objects.
-        return List.of(derivedFieldScript.execute());
+        derivedFieldScript.execute();
+        return derivedFieldScript.getEmittedValues();
     }
 
     public void setNextReader(LeafReaderContext context) {
diff --git a/server/src/main/java/org/opensearch/script/DerivedFieldScript.java b/server/src/main/java/org/opensearch/script/DerivedFieldScript.java
index 7f5b991950ec6..e9988ec5aeef2 100644
--- a/server/src/main/java/org/opensearch/script/DerivedFieldScript.java
+++ b/server/src/main/java/org/opensearch/script/DerivedFieldScript.java
@@ -9,14 +9,17 @@
 package org.opensearch.script;
 
 import org.apache.lucene.index.LeafReaderContext;
-import org.opensearch.common.logging.DeprecationLogger;
+import org.opensearch.common.collect.Tuple;
 import org.opensearch.index.fielddata.ScriptDocValues;
 import org.opensearch.search.lookup.LeafSearchLookup;
 import org.opensearch.search.lookup.SearchLookup;
 import org.opensearch.search.lookup.SourceLookup;
 
 import java.io.IOException;
+import java.nio.charset.StandardCharsets;
+import java.util.ArrayList;
 import java.util.HashMap;
+import java.util.List;
 import java.util.Map;
 import java.util.function.Function;
 
@@ -30,7 +33,7 @@ public abstract class DerivedFieldScript {
 
     public static final String[] PARAMETERS = {};
     public static final ScriptContext<Factory> CONTEXT = new ScriptContext<>("derived_field", Factory.class);
-    private static final DeprecationLogger deprecationLogger = DeprecationLogger.getLogger(DynamicMap.class);
+    private static final int MAX_BYTE_SIZE = 1024 * 1024; // Maximum allowed byte size (1 MB)
 
     private static final Map<String, Function<Object, Object>> PARAMS_FUNCTIONS = Map.of(
         "doc",
@@ -49,16 +52,27 @@ public abstract class DerivedFieldScript {
      */
     private final LeafSearchLookup leafLookup;
 
+    /**
+     * The field values emitted from the script.
+     */
+    private List<Object> emittedValues;
+
+    private int totalByteSize;
+
     public DerivedFieldScript(Map<String, Object> params, SearchLookup lookup, LeafReaderContext leafContext) {
         Map<String, Object> parameters = new HashMap<>(params);
         this.leafLookup = lookup.getLeafSearchLookup(leafContext);
         parameters.putAll(leafLookup.asMap());
         this.params = new DynamicMap(parameters, PARAMS_FUNCTIONS);
+        this.emittedValues = new ArrayList<>();
+        this.totalByteSize = 0;
     }
 
-    protected DerivedFieldScript() {
-        params = null;
-        leafLookup = null;
+    public DerivedFieldScript() {
+        this.params = null;
+        this.leafLookup = null;
+        this.emittedValues = new ArrayList<>();
+        this.totalByteSize = 0;
     }
 
     /**
@@ -75,14 +89,54 @@ public Map<String, ScriptDocValues<?>> getDoc() {
         return leafLookup.doc();
     }
 
+    /**
+     * Return the emitted values from the script execution.
+     */
+    public List<Object> getEmittedValues() {
+        return emittedValues;
+    }
+
     /**
      * Set the current document to run the script on next.
+     * Clears the emittedValues as well since they should be scoped per document.
      */
     public void setDocument(int docid) {
+        this.emittedValues = new ArrayList<>();
+        this.totalByteSize = 0;
         leafLookup.setDocument(docid);
     }
 
-    public abstract Object execute();
+    public void addEmittedValue(Object o) {
+        int byteSize = getObjectByteSize(o);
+        int newTotalByteSize = totalByteSize + byteSize;
+        if (newTotalByteSize <= MAX_BYTE_SIZE) {
+            emittedValues.add(o);
+            totalByteSize = newTotalByteSize;
+        } else {
+            throw new IllegalStateException("Exceeded maximum allowed byte size for emitted values");
+        }
+    }
+
+    private int getObjectByteSize(Object obj) {
+        if (obj instanceof String) {
+            return ((String) obj).getBytes(StandardCharsets.UTF_8).length;
+        } else if (obj instanceof Integer) {
+            return Integer.BYTES;
+        } else if (obj instanceof Long) {
+            return Long.BYTES;
+        } else if (obj instanceof Double) {
+            return Double.BYTES;
+        } else if (obj instanceof Boolean) {
+            return Byte.BYTES; // Assuming 1 byte for boolean
+        } else if (obj instanceof Tuple) {
+            // Assuming each element in the tuple is a double for GeoPoint case
+            return Double.BYTES * 2;
+        } else {
+            throw new IllegalArgumentException("Unsupported object type passed in emit()");
+        }
+    }
+
+    public void execute() {}
 
     /**
      * A factory to construct {@link DerivedFieldScript} instances.
@@ -95,7 +149,6 @@ public interface LeafFactory {
 
     /**
      * A factory to construct stateful {@link DerivedFieldScript} factories for a specific index.
-     *
      * @opensearch.internal
      */
     public interface Factory extends ScriptFactory {
diff --git a/server/src/main/java/org/opensearch/script/ScriptEmitValues.java b/server/src/main/java/org/opensearch/script/ScriptEmitValues.java
new file mode 100644
index 0000000000000..5d12f36442179
--- /dev/null
+++ b/server/src/main/java/org/opensearch/script/ScriptEmitValues.java
@@ -0,0 +1,63 @@
+/*
+ * SPDX-License-Identifier: Apache-2.0
+ *
+ * The OpenSearch Contributors require contributions made to
+ * this file be licensed under the Apache-2.0 license or a
+ * compatible open source license.
+ */
+
+package org.opensearch.script;
+
+import org.opensearch.common.collect.Tuple;
+
+/**
+ * Values that can be emitted in a derived field script context.
+ * <p>
+ * The emit function can be called multiple times within a script definition
+ * so the function will handle collecting the values over the script execution.
+ */
+public final class ScriptEmitValues {
+
+    /**
+     * Takes in a single value and emits it
+     * Could be a long, double, String, etc.
+     */
+    public static final class EmitSingle {
+
+        private final DerivedFieldScript derivedFieldScript;
+
+        public EmitSingle(DerivedFieldScript derivedFieldScript) {
+            this.derivedFieldScript = derivedFieldScript;
+        }
+
+        // TODO: Keeping this generic for the time being due to limitations with
+        // binding methods with the same name and arity.
+        // Ideally, we should have an emit signature per derived field type and try to scope
+        // that to the respective script execution so the other emits aren't allowed.
+        // One way to do this could be to create implementations of the DerivedFieldScript.LeafFactory
+        // per field type where they each define their own emit() method and then the engine that executes
+        // it can have custom compilation logic to perform class bindings on that emit implementation.
+        public void emit(Object val) {
+            derivedFieldScript.addEmittedValue(val);
+        }
+
+    }
+
+    /**
+     * Emits a GeoPoint value
+     */
+    public static final class GeoPoint {
+
+        private final DerivedFieldScript derivedFieldScript;
+
+        public GeoPoint(DerivedFieldScript derivedFieldScript) {
+            this.derivedFieldScript = derivedFieldScript;
+        }
+
+        public void emit(double lat, double lon) {
+            derivedFieldScript.addEmittedValue(new Tuple<>(lat, lon));
+        }
+
+    }
+
+}
diff --git a/server/src/test/java/org/opensearch/action/bulk/BulkRequestParserTests.java b/server/src/test/java/org/opensearch/action/bulk/BulkRequestParserTests.java
index 4f07c098b0869..9625475607911 100644
--- a/server/src/test/java/org/opensearch/action/bulk/BulkRequestParserTests.java
+++ b/server/src/test/java/org/opensearch/action/bulk/BulkRequestParserTests.java
@@ -112,6 +112,13 @@ public void testUpdateRequest() throws IOException {
         parser.parse(request, "foo", null, null, null, true, false, MediaTypeRegistry.JSON, req -> fail(), updateRequest -> {
             assertFalse(updateRequest.isRequireAlias());
         }, req -> fail());
+
+        request = new BytesArray(
+            "{ \"update\":{ \"_id\": \"bar\", \"require_alias\": false, \"pipeline\": \"testPipeline\" } }\n{\"upsert\": {\"x\": 1}}\n"
+        );
+        parser.parse(request, "foo", null, null, null, true, false, MediaTypeRegistry.JSON, req -> fail(), updateRequest -> {
+            assertEquals(updateRequest.upsertRequest().getPipeline(), "testPipeline");
+        }, req -> fail());
     }
 
     public void testBarfOnLackOfTrailingNewline() {
diff --git a/server/src/test/java/org/opensearch/index/mapper/DerivedFieldMapperQueryTests.java b/server/src/test/java/org/opensearch/index/mapper/DerivedFieldMapperQueryTests.java
index 64f4f1f3e083e..bd6d7b88ade28 100644
--- a/server/src/test/java/org/opensearch/index/mapper/DerivedFieldMapperQueryTests.java
+++ b/server/src/test/java/org/opensearch/index/mapper/DerivedFieldMapperQueryTests.java
@@ -197,8 +197,8 @@ public void setDocument(int docId) {
             }
 
             @Override
-            public Object execute() {
-                return raw_requests[docId][scriptIndex[0]];
+            public void execute() {
+                addEmittedValue(raw_requests[docId][scriptIndex[0]]);
             }
         };
 
diff --git a/server/src/test/java/org/opensearch/index/query/DerivedFieldQueryTests.java b/server/src/test/java/org/opensearch/index/query/DerivedFieldQueryTests.java
index 18d117fa8c0f5..1bb303a874b9a 100644
--- a/server/src/test/java/org/opensearch/index/query/DerivedFieldQueryTests.java
+++ b/server/src/test/java/org/opensearch/index/query/DerivedFieldQueryTests.java
@@ -67,8 +67,8 @@ public void testDerivedField() throws IOException {
             when(searchLookup.getLeafSearchLookup(ctx)).thenReturn(leafLookup);
             return new DerivedFieldScript(params, lookup, ctx) {
                 @Override
-                public Object execute() {
-                    return raw_requests[sourceLookup.docId()][2];
+                public void execute() {
+                    addEmittedValue(raw_requests[sourceLookup.docId()][2]);
                 }
             };
         };
diff --git a/test/framework/src/main/java/org/opensearch/script/MockScriptEngine.java b/test/framework/src/main/java/org/opensearch/script/MockScriptEngine.java
index 8c7e9718eb0cd..456b55883f91e 100644
--- a/test/framework/src/main/java/org/opensearch/script/MockScriptEngine.java
+++ b/test/framework/src/main/java/org/opensearch/script/MockScriptEngine.java
@@ -288,10 +288,10 @@ public double execute(Map<String, Object> params1, double[] values) {
                 ctx
             ) {
                 @Override
-                public Object execute() {
+                public void execute() {
                     Map<String, Object> vars = new HashMap<>(derivedFieldsParams);
                     vars.put("params", derivedFieldsParams);
-                    return script.apply(vars);
+                    script.apply(vars);
                 }
             };
             return context.factoryClazz.cast(factory);